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Dazomet (ISO)

Dazomet

HCID 10788
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TeilstruktursucheÄhnliche Strukturen suchen

Grundinformationen

CAS
533-74-4
Standard-SMILES
CN1CSC(=S)N(C)C1
InChIKey
QAYICIQNSGETAS-UHFFFAOYSA-N
Summenformel
C5H10N2S2
Durchschnittliche Molmasse
162,3 g/mol
Monoisotopische Masse
162,02854067

Überblick

Dazomet appears as white crystals or off-white powder. Pungent, acrid odor. (NTP, 1992)

Namen und Bezeichner

Bevorzugter Name
Dazomet
IUPAC
3,5-dimethyl-1,3,5-thiadiazinane-2-thione
Lokaler Name
Dazomet (ISO)
Englischer Name
Dazomet
Summenformel
C5H10N2S2
Molmasse
162.28

Namen und Synonyme

DAZOMET533-74-4Basamid3,5-Dimethyl-1,3,5-thiadiazinane-2-thioneMyloneTiazonDMTTThiazoneNefusanThiazonBasamid-PuderBasamid G
Weitere Namen anzeigen
d35Cragn521N 521azomeucc974
Basamid PCarbothialdinDimethylformocarbothialdinePrezervitCrag nemacideCrag 974Crag 85WMylon

Datenbank-Bezeichner

CAS
533-74-4
PubChem CID
10788
DTXSID
DTXSID7024902
ChEMBL
CHEMBL1407826
ChEBI
CHEBI:75212
UNII
S7419CG4W5
EC Number
208-576-7
Nikkaji
J52.302J

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,3
Polarare Oberfläche (TPSA)
63,9 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
0
Schwere Atome
9
Formalladung
0
Komplexität
126

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Uses -> Biocides/Disinfectants
Pesticides · 4 Einträge

Agrochemicals -> Pesticide active substances

Active substance -> EU Pesticides database: Approved

Environmental transformation -> Pesticides (parent, predecessor)

Insecticides, Fungicides, Herbicides

LogP · 3 Einträge

log Kow = 0.63 at pH 7

1.4

1.4

OdorWeakly pungent
Density · 3 Einträge

1.3 at 68 °F (NTP, 1992) - Denser than water; will sink

1.30 at 20 °C

Relative density (water = 1): 1.3

Color/Form · 2 Einträge

Colorless crystals

Needles from benzene

Solubility · 6 Einträge

less than 1 mg/mL at 64 °F (NTP, 1992)

SOL IN WATER (0.12% AT 25 °C); INSOL IN CARBON TETRACHLORIDE

Reacts with water; soluble in ethanol.

Organic solvents 0.0 g/100 ml, isopropanol 0.5 g/100 ml, xylene 1.1 g/100 ml, ethanol 3.0 g/100 ml, ethylene glycol 3.0 g/100 ml, ethylene glycol monomethyl ether 5.0 g/100 ml, dioxane 8.0 g/100 ml, acetone 13.1 g/100 ml, trichloroethylene 30.0 g/100 ml, chloroform 30 g/100 ml, dimethyl sulfoxide, 30 g/100 ml, dimethyl formamide 30 g/100 ml.

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P264, P264+P265, P270, P273, P280, P301+P317, P305+P351+P338, P330, P337+P317, P391, and P501 (click each P-code to see the statement)

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P264+P265, P270, P273, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P332+P317, P337+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

Gefahrenhinweise

Regulatory Information · 5 Einträge

Chemical: 2H-1,3,5-Thiadiazine-2-thione, tetrahydro-3,5-dimethyl-

Commission Regulation (EC) No 33/2008

2011/53/EU, Reg. (EU) 2023/918, Reg. (EU) 2026/1421, Reg. (EU) No 2018/1266, Reg. (EU) No 540/2011

Dazomet: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelClass 9
Fire Hazards · 2 Einträge

Flash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)

Combustible under specific conditions. Gives off irritating or toxic fumes (or gases) in a fire.

Health HazardsSYMPTOMS: This compound is a LACHRYMATOR. Symptoms of exposure to this compound include irritation of the skin and eyes. It also causes sensitization of the skin. Irritation of the nose and mouth may occur.
Hazards Summary · 1 Eintrag

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 3 Einträge

One hr after oral administration to rats, unhydrolyzed mylone was found in stomach. Carbon disulfide equiv to 1-3% of dose was found in stomach and 1.5% of dose was found in exhaled air.

Isotopic labeling of metham, methyl isothiocyanate and dazomet with (13)CH3 and (14)CH3 and of metham and methyl isothiocyanate with (13)C S provided the materials for metabolite identification by (13)C NMR and quantitation by HPLC analysis and radiocarbon counting. Rats and mice were treated ip and the metabolites studied at 48 hr. Most of the (14)CH3 label for each cmpd in mice appears in urine (58-80%) or is retained in the body (8-12%), particularly the liver or kidney. The major metabolites in each case from rats are S-(N-methylthiocarbamoyl)glutathione in the bile and S-(N-methylthiocarbamoyl)mercapturic acid in the urine, whereas from mice the mercapturate is a minor metabolite. Methylamine is a major urinary component following treatment with methylamine or dazomet. (rats and mice) or metham (mice) but not with methyl isothiocyanate. Detoxification by conjugation with glutathione appears to involve direct reaction with methyl isothiocyanate, glutathione S-transferase catalyzed reaction for metham, and the intermediate of either methyl isothiocyanate or metham for dazomet.

In a rat metabolism study, dazomet, metam sodium, and MITC were tested at two dose levels. All three were excreted mainly in urine with small amounts excreted in feces. Three different compounds (MITC, carbon dioxide [CO,], carbon oxide sulfide [COSIlcarbon disulfide [CS,]) were found to be excreted in the lungs over a 73 hour collection period. There were no differences between males and females in amounts excreted via the three excretion routes; however, tissue and plasma levels, and plasma area under the curves (AUCs) were consistently higher in females than in males.

Absorption, Distribution and Excretion · 3 Einträge

One hr after oral administration to rats, unhydrolyzed mylone was found in stomach. Carbon disulfide equiv to 1-3% of dose was found in stomach and 1.5% of dose was found in exhaled air. After either intravenous or oral administration of mylone to dogs, carbon disulfide was found in exhaled air...

Not readily absorbed by the skin.

In a rat metabolism study, dazomet, metam sodium, and MITC were tested at two dose levels. All three were excreted mainly in urine with small amounts excreted in feces. Three different compounds (MITC, carbon dioxide [CO2], carbon oxide sulfide [COS]/carbon disulfide [CS2]) were found to be excreted in the lungs over a 73 hour collection period. There were no differences between males and females in amounts excreted via the three excretion routes; however, tissue and plasma levels, and plasma area under the curves (AUCs) were consistently higher in females than in males. It should be noted that these differences were approximately 2-fold or less. All three compounds were rapidly absorbed from the GI tract. High uptake was seen in the liver, kidneys, and lung, with the lowest level in testes, brain and eyes. Metabolic profiles detected in urine, liver, and kidneys were basically similar for the three compounds but there were some differences, mainly quantitative in nature.

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Solubility (20 °C): 400 g/kg cyclohexane; 391 g/kg chloroform; 173 g/kg acetone; 51 g/kg benzene; 15 g/kg ethanol; 6 g/kg diethyl ether.

For more Solubility (Complete) data for DAZOMET (7 total), please visit the HSDB record page.

CorrosivityNon-corrosive in the dry state
Flash Point · 2 Einträge

93 °C

93 °C

Endocrine DisruptorsPotential endocrine disrupting compound
Decomposition · 5 Einträge

When heated to decomposition it emits very toxic fumes of /nitrogen oxides & sulfur oxides/.

It will decompose gradually and endothermically above 102 degrees C.

A chemical degradation occurs 10-15 minutes after application forming methylisothiocyanate, formaldehyde, hydrogen sulfide, and monomethylamine which interact, resulting in the potent action of the chemical.

The substance decomposes ...on contact with acids producing carbon disulfide; and on contact with water or moisture producing toxic gases.

104-105 °C

Melting Point · 2 Einträge

248 °F (decomposes) (NTP, 1992)

106 °C

Physikochemische Eigenschaften

Schmelzpunkt
104 · 104-105°C
Siedepunkt
222.3 · 222.3±50.0 °C(Predicted)
Dichte
1.3 · 1.3
Dampfdruck
3.7 x · 3.7 x 10-4 Pa (25 °C)
Brechungsindex
1.5005 · 1.5005 (estimate)
Flammpunkt
156 °C · 156 °C
storage temp.
0 · 0-6°C
Löslichkeit
Chloroform (Slightly), DMSO (Slightly)
pka
4.04 · 4.04±0.20(Predicted)
Wasserlöslichkeit
0.1 g/100 · <0.1 g/100 mL at 18 ºC
Merck
13 · 13,2854
BRN
116039 · 116039
Henry's Law Constant
2 · 2.0×104 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
InChI
1S/C5H10N2S2/c1-6-3-7(2)5(8)9-4-6/h3-4H2,1-2H3
InChIKey
QAYICIQNSGETAS-UHFFFAOYSA-N
SMILES
CN1CSC(=S)N(C)C1
LogP
1.4 · 1.400
CAS Datenbank
533 · 533-74-4(CAS DataBase Reference)
NIST chemische Informationen
2 H-1,3,5-thiadiazine-2-thione, · 2H-1,3,5-thiadiazine-2-thione, tetrahydro-3,5-dimethyl-(533-74-4)
EPA chemische Informationen
Dazomet (533-74-4)

A rare sensitizer, but allergic contact dermatitis reported in a pulp and paper mill worker; [Kanerva, p. 1776] Its activity as a biocide is related to decomposition products: methylisocyanate, formaldehyde, hydrogen sulfide, and monomethylamine. [HSDB] An eye irritant; May cause skin sensitization; [ICSC]

Reactive GroupAmines, Phosphines, and Pyridines
EC ClassificationSymbol: Xn, N; R: 22-36-50/53; S: (2)-15-22-24-60-61
UN ClassificationUN Hazard Class: 6.1; UN Pack Group: III
Special Reports · 2 Einträge

USEPA/Office of Pesticide Programs; Reregistration Eligibility Decision (RED) for Dazomet 114 pp. EPA 738-R-08-007 (July 2008). Available from the Database Query page at http://www.epa.gov/pesticides/reregistration/status.htm as of October 23, 2008.

USDA; Pesticide Background Statements. Vol 3, Nursery Pesticides (1989) NTIS/PB89-226716. This document is a compendium of pesticide background statements that review the available information on the chemistry, toxicology, environmental fate properties, and methods of application of 14 pesticides. ...

FIFRA Requirements · 2 Einträge

Based on a review of the dazomet database and public comments on the Agency's assessments for dazomet, the Agency has sufficient information on the human health and ecological effects of dazomet to make decisions as part of the reregistration process under FIFRA. The Agency has determined that dazomet products are eligible for reregistration provided that (i) required product specific data are submitted, (ii) the risk mitigation measures outlined in this document are adopted, and (iii) label amendments are made to implement these mitigation measures, as outlined in Chapter V.

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their continued use. Under this pesticide reregistration program, EPA examines newer health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether the use of the pesticide does not pose unreasonable risk in accordance to newer saftey standards, such as those described in the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA '88 were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern than those on List C, and with List C containing pesticides of greater concern than those on List D. Tetrahydro-3,5-dimethyl-2H-1,3,5-thiadiazine-2-thione is found on List B. Case No: 2135; Pesticide type: fungicide, herbicide, antimicrobial; Case Status: OPP is reviewing data from the pesticide's producers regarding its human health and/or environmental effects, or OPP is determining the pesticide's eligibility for reregistration and developing the Reregistration Eligibility Decision (RED) document.; Active ingredient (AI): Tetrahydro-3,5-dimethyl-2H-1,3,5-thiadiazine-2-thione; Data Call-in (DCI) Date(s): 06/14/91, 05/22/92, 10/13/95; AI Status: The producers of the pesticide has made commitments to conduct the studies and pay the fees required for reregistration, and are meeting those commitments in a timely manner.

Reactivity ProfileDAZOMET decomposes in water, dilute acids and alcohol. (NTP, 1992)
Chemical DangersDecomposes above 102 °C . This produces toxic fumes including nitrogen oxides and sulfur oxides. Decomposes on contact with acids. This produces carbon disulfide. Decomposes on contact with water or moisture. This produces toxic gases.

Sicherheit und Schutzausrüstung

Fire Fighting · 2 Einträge

Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

Use water spray, powder, foam, carbon dioxide.

First Aid Measures · 4 Einträge

Fresh air, rest.

Remove contaminated clothes. Rinse skin with plenty of water or shower.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Refer for medical attention .

First Aid · 1 Eintrag

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Safe StorageProvision to contain effluent from fire extinguishing. Separated from acids and food and feedstuffs. Cool. Dry. Keep in a well-ventilated room.
Fire Fighting Procedures/To fight fire use/ powder, water spray, foam, carbon dioxide.
Storage Conditions · 2 Einträge

Store in cool, dry place out of children's reach.

/Store/ separated from acids, food and feedstuffs. Cool. Dry. Keep in a well-ventilated room.

Cleanup MethodsDo NOT wash away into sewer. Sweep spilled substance into containers. Carefully collect remainder, then remove to safe place.
Nonfire Spill Response · 1 Eintrag

SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with acetone and transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Disposal Methods · 1 Eintrag

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Spillage DisposalDo NOT wash away into sewer. Sweep spilled substance into covered containers. Carefully collect remainder. Then store and dispose of according to local regulations.
Preventive Measures · 5 Einträge

EPA has developed a multi-faceted approach to addressing bystander and handler risk for fumigants. This involves label changes, education of fumigant applicators and handlers, monitoring of fumigant air concentrations, and development of additional data to refine risk assessments.

Specific mitigation for bystanders and handlers from soil use of dazomet includes: (1) Maximum Rate Reduction - A change in the maximum application rate will be a reduction from 530 to 425 lbs a.i./A, which will directly reduce the potential risks to both humans and non-target organisms. (2) Restricted Use Pesticide (RUP) Classification - MITC, the byproduct of dazomet, meets the criteria for restricted use based on human hazard criteria and exposure incidents. All soil fumigant products containing dazomet will be RUPs. (3) Buffer Zones - Buffer zones, of varying sizes based on application method, application rate, and application block size, and emission control measures are required. Buffer zones will be in effect from the time the fumigation begins until 48 hours following the application. (4) Posting - EPA is requiring that buffer zones be posted at usual points of entry and along likely routes of approach to the buffer unless (a) a physical barrier such as a fence prevents access to the buffer, or (b) all of the area within 300' of the buffer is under the control of the owner/operator. The posting requirement is intended to prevent passersby from entering a buffer zone.

Posting is recognized as an effective means of informing workers and others about areas where certain hazards and restrictions exist. Current soil fumigant labels require treated areas to be posted, and handlers are required to wear specific PPE when they are in a treated area. For buffer zones to be effective risk mitigation, bystanders, including agricultural workers in nearby areas, need to be informed of the location and timing of the buffer to ensure they do not enter areas designated as part of the buffer zone. In addition to alerting bystanders, posting a buffer zone will help handlers determine where and when they are required to use PPE. ...

Mandatory Good Agricultural Practices (GAPs) must be followed during all soil applications. GAPs specify appropriate weather conditions, injection depth, soil sealing, use of tarps, soil temperature, air temperature, soil moisture, soil preparation, prevention of end row spillage, flushing of drip irrigation lines, and calibration, set-up, repair and maintenance of application equipment.

For more Preventive Measures (Complete) data for DAZOMET (12 total), please visit the HSDB record page.

Isolation and EvacuationExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:

Toxikologische Informationen

Ecotoxicity Values · 5 Einträge

LC50 Anas platyrhynchos (Mallard duck, age 13 days) diet >5000 ppm for 8 days

LC50 Colinus virginianus (northern bobwhite, age 12 days) diet 1850 ppm for 8 days (95% confidence interval: 1028-3330 ppm)

LC50 Colinus virginianus (northern bobwhite, age 11 days) diet 2300 ppm for 8 days (95% confidence interval: 1562-3837 ppm)

LD50 Colinus virginianus (northern bobwhite) oral 415 mg/kg (95% confidence interval: 314-548 mg/kg)

For more Ecotoxicity Values (Complete) data for DAZOMET (30 total), please visit the HSDB record page.

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 52(SRC), determined from a log Kow of 0.63(2) and a regression-derived equation(3), indicates that dazomet is expected to have high mobility in soil, however it is expected to hydrolyze(2) before extensive leaching occurs(SRC). Volatilization of dazomet from moist soil surfaces is not expected to be an important fate process(SRC) given a Henry's Law constant of 2.66X10-10 atm-cu m/mole(2). When dazomet is applied to soil, either to the surface or incorporated, it quickly hydrolyzes in the presence of moisture(4). The major degradate is methyl isothiocyanate, but formaldehyde, monomethylamine, hydrogen sulfide and (in acid soils) carbon disulfide, are also formed(4). The half-life of dazomet in soil has been reported as less than 1 day (pH >5)(2). The rate of disappearance was found to be the same in both unamended and sterilized soils(5) and in different soil types(6), indicating that chemical hydrolysis and not biodegradation is the primary removal process. Dazomet is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 2.80X10-6 mm Hg(2).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 52(SRC), determined from a log Kow of 0.63(2) and a regression-derived equation(3), indicates that dazomet is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon a Henry's Law constant of 2.66X10-10 atm-cu m/mole(2). In water, dazomet is expected to rapidly undergo hydrolysis, forming methyl isothiocyanate and formaldehyde(4). Half-lives of 3.6, 2.4, 2.8, and 4.0 hours have been reported at pH values of 4.4, 5.7, 7.0, and 8.0, respectively(5). In salt water (0.15 M), a half-life of 6.1 hours was reported(5). According to a classification scheme(6), an estimated BCF of 2.4(SRC), from its log Kow(2) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), dazomet, which has a vapor pressure of 2.80X10-6 mm Hg at 20 °C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase dazomet is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 1.4 hours(SRC), calculated from its rate constant of 2.85X10-10 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase dazomet may be removed from the air by wet or dry deposition(SRC). It may undergo hydrolysis during rain events or in clouds(SRC) due to degradation on contact with moisture(2). It has been suggested that dazomet may also undergo direct photolytic degradation and this process may contribute to atmospheric removal(4).

Food Survey ValuesFollowing application to strawberries, no residue of dazomet or its degradation products were detected at >0.01 ppm in the fruit(1).
Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.
Exposure RoutesThe substance can be absorbed into the body by inhalation of its aerosol and by ingestion.
Ecotoxicity Excerpts · 5 Einträge

/BIRDS and MAMMALS/ The NOEC /for bobwhite quail/ is 147 mg/kg with observed effects at higher dose(s) including lethargy, anorexia, and reduced mean body weights and feed consumption. Based on these results, dazomet is categorized as moderately toxic to avian species on an acute oral basis.

/BIRDS and MAMMALS/ Avian reproduction studies ... are required for dazomet because birds may be subject to repeated or continuous exposure to the pesticide, especially preceding or during the breeding season. The preferred test species are mallard duck and bobwhite quail. Significant treatment-related effects in the mallard study included reductions in egg production, egg quality, fertility, and embryonic survival at the 1000 ppm level. A significant reduction in hatchling weight was also observed at the 100 ppm level. In the bobwhite quail study, dazomet exposure of 100 ppm significantly reduced the number of hatched to eggs laid and the proportion of live embryos to viable embryos was significantly reduced at all treatment levels. At the 1000 ppm level, egg fertility, embryonic survival, hatchability, and chick survival were adversely affected.

/AQUATIC SPECIES/ Based on the rapid hydrolysis of dazomet, aquatic organisms will likely be exposed only to MITC (methyl isothiocyanate)... .

/AQUATIC SPECIES/ Freshwater fish acute studies for the degradate (MITC) indicate that it is very highly toxic to rainbow trout with 96-hour LC50 values ranging from 0.094 to 0.0512 ppm. MITC is also highly toxic to bluegill sunfish with a reported 96-hour LC50 of 0.142 ppm. Based on the rapid hydrolysis of dazomet, aquatic organisms will likely be exposed only to MITC; consequently, acute risk to freshwater fish species will be assessed using the lowest toxicity value from these studies (rainbow trout LC50 of 0.0512 ppm; static renewal test). /Methyl isothiocyanate/

For more Ecotoxicity Excerpts (Complete) data for DAZOMET (6 total), please visit the HSDB record page.

Signs and SymptomsRedness. Pain.
ICSC Environmental DataThe substance is very toxic to aquatic organisms. This substance may be hazardous to the environment. Special attention should be given to plants. Avoid release to the environment in circumstances different to normal use.
Soil Adsorption/Mobility · 1 Eintrag

The Koc of dazomet is estimated as 52(SRC), using a log Kow of 0.63(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that dazomet is expected to have high mobility in soil; however it is expected to hydrolyze(1) before extensive leaching occurs(SRC).

Human Toxicity Excerpts · 5 Einträge

/SIGNS AND SYMPTOMS/ Even dilute soln cause skin irritation and sensitization in humans.

/SIGNS AND SYMPTOMS/ Not readily absorbed through skin. May cause skin irritation. Inhalation of dusts or powders may result in nonspecific irritation of the upper respiratory tract.

/SIGNS AND SYMPTOMS/ Ingestion may produce symptoms of nonspecific irritation of the GI tract, nausea, vomiting, cramps and diarrhea. In severe cases, CNS depression may result.

/SIGNS AND SYMPTOMS/ ... human exposures to MITC are consistent with exposure to an irritant and include: eye effects--watery, burning, and itchy eyes, blurred vision; skin effects -rash, burns, redness, swelling; systemic effects-nausea, chest pain, scratchy throat, diarrhea, weakness, dizziness, headache, malaise, salivation, vomiting; and respiratory effects-cough, shortness of breath. With respect to respiratory impairment, arguably, eye irritation is less severe compared to other possible effects associated with inhalation exposure to MITC, particularly given the expected reversible nature of the eye irritation effects at lower concentrations. Nonetheless, eye (as well as nose and throat) irritation is uncomfortable and could potentially interfere with everyday tasks or activities. /MITC/

/CASE REPORTS/ A case of allergic contact dermatitis resulting from exposure to dazomet was described. The patient was an English paper mill worker with a 3 mo history of sore, itchy upper and lower eyelids accompanied by erythema and scaling. The reactions usually /resulted/ 4 hr after finishing work and lasted for at least 24 hr. The reactions first appeared after the paper mill changed biocides to Busan-79 and Busan-1058. Patch testing produced negative results for Busan-79, but a moderately strong positive reaction with Busan-1058. Busan-1058 was known to contain 24% dazomet as the active ingredient. Once the paper mill discontinued using dazomet as a biocide, the patient's dermatitis disappeared. ...

Artificial Pollution Sources · 1 Eintrag

Dazomet's production may result in its release to the environment through various waste streams; its use as a soil sterilant, nematicide, fungicide, slimicide in pulp and paper manufacture, and as a preservative in adhesives and glues(1) will result in its direct release to the environment(SRC).

Environmental Biodegradation · 1 Eintrag

AEROBIC: Dazomet, present at 100 mg/L, reached 4% of its theoretical BOD in 4 weeks using an activated sludge inoculum at 30 mg/L in the Japanese MITI test(1). The rate of disappearance of dazomet from both an unamended and sterilized Williamson silt loam was identical, indicating that the initial phase of degradation in soil occurred predominantly from nonenzymatic mechanisms(2). The rate of degradation of dazomet in soil, as measured by the release of methyl isothiocyanate, was found to be independent of the soil microorganisms present(3).

Regulatorische Informationen

FIFRA Requirements · 2 Einträge

Based on a review of the dazomet database and public comments on the Agency's assessments for dazomet, the Agency has sufficient information on the human health and ecological effects of dazomet to make decisions as part of the reregistration process under FIFRA. The Agency has determined that dazomet products are eligible for reregistration provided that (i) required product specific data are submitted, (ii) the risk mitigation measures outlined in this document are adopted, and (iii) label amendments are made to implement these mitigation measures, as outlined in Chapter V.

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their continued use. Under this pesticide reregistration program, EPA examines newer health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether the use of the pesticide does not pose unreasonable risk in accordance to newer saftey standards, such as those described in the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA '88 were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern than those on List C, and with List C containing pesticides of greater concern than those on List D. Tetrahydro-3,5-dimethyl-2H-1,3,5-thiadiazine-2-thione is found on List B. Case No: 2135; Pesticide type: fungicide, herbicide, antimicrobial; Case Status: OPP is reviewing data from the pesticide's producers regarding its human health and/or environmental effects, or OPP is determining the pesticide's eligibility for reregistration and developing the Reregistration Eligibility Decision (RED) document.; Active ingredient (AI): Tetrahydro-3,5-dimethyl-2H-1,3,5-thiadiazine-2-thione; Data Call-in (DCI) Date(s): 06/14/91, 05/22/92, 10/13/95; AI Status: The producers of the pesticide has made commitments to conduct the studies and pay the fees required for reregistration, and are meeting those commitments in a timely manner.

Sicherheitsdaten

wgk
3
tsca
TSCA listed
ridadr
UN3077 9/PG 3
hs_code
29349990
RTECS-Nr.
XI2800000
risk_code
22-36-50/53
Toxizität
LD50 in rats, mice, guinea pigs, rabbits (g/kg): 0.32-0.62, 0.18, 0.16, 0.12 orally; in rats, rabbits, dogs (g/kg): 0.087, 0.127, 0.047-0.063 i.p.; in rabbits (g/kg): 7.1 dermally (Smyth)
hazard_code
Xn,N
safety_code
15-22-24-60-61
hazard_class
6.1
packing_group
III
Speicherklasse
11 - Combustible Solids
Giftige Stoffe Daten
533-74-4(Hazardous Substances Data)
Hazard Classifications
Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Eye Irrit. 2

Verwendung und Herstellung

Uses · 6 Einträge

Used as a biocide in pulp and paper mills; also used as a soil disinfectant in farming; [Kanerva, 1776] Used as a biocide in paints; [Adams, p. 475]

Pulp and Paper Processing [Category: Industry]

For Dazomet (USEPA/OPP Pesticide Code: 035602) ACTIVE products with label matches. /SRP: Registered for use in the U.S. but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

Soil sterilant, applied prior to planting out crops. Controls soil fungi..., nematodes, germinating weed seeds, bacteria, and soil insects. Also used as a slimicide in pulp and paper manufacture, and as a preservative in adhesives and glues.

Preservative for proteinaceous additives

Preplant control of soil fungi, nematodes, bacteria, germinating weeds, soil insects in seedbeds for tobacco, nurseries, greenhouses, substrates for potted plants, turf, ornamentals, vegetables.

U.S. Production · 3 Einträge

(1970) 5.53X10+8 GRAMS

(1975) 4.54X10+7 GRAMS (CONSUMPTION)

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#3390]

Consumption Patterns31% USED AS AN HERBICIDE ON VARIOUS CROPS; AND 69% IS USED IN OTHER APPLICATIONS, PRIMARILY AS AN INDUSTRIAL SLIMICIDE (1971)
Methods of Manufacturing · 3 Einträge

Prepared commercially by reaction of carbon disulfide, methylamine and caustic soda.

Dazomet may be produced by: (A) The interaction of carbon disulfide, methylamine and formaldehyde; or (B) The action of formaldehyde on methylammonium methyldithiocarbamate.

Metam-sodium + formaldehyde + methylamine (carbonyl condensation)

Formulations/Preparations · 4 Einträge

THE TECHNICAL GRADE IS GREATER THAN OR EQUAL TO 98% PURE. ...`BASAMID', GRANULAR (980-1000 G/KG).

Granule, dispersible powder, wettable powder

Granule, greater than or equal to 94% pure

Pelleted/tableted, liquid (soluble concentrate and flowable concentrate) solutions, water soluble packaged solids, ready to use solutions.

Use Classification · 2 Einträge

Insecticides, Fungicides, Herbicides

Environmental transformation -> Pesticides (parent, predecessor)

General Manufacturing Information · 5 Einträge

2H-1,3,5-Thiadiazine-2-thione, tetrahydro-3,5-dimethyl-: ACTIVE

The WHO Recommended Classification of Pesticides by Hazard identifies Dazomet (technical grade) as Class III: slightly hazardous; Main Use: herbicide.

Dazomet, by virtue of the release of methyl isothiocyanate, is a soil fumigant effective for control of nematodes, germinating weeds and soil fungi, such as: fusarium, pythium, rhizoctonia, and verticillium spp and colletotrichum atramentarium, when incorporated into glasshouse soils at 400-600 kg ai/ha. At these rates it is also effective against millipedes, soil insects and wireworms. It is strongly phytotoxic and treated soils should not be planted until shown to be free of the cmpd and its decomp prod, generally within 8-24 days (depending on soil temp) by the normal germination of cress seed sown on a sample of the treated soil. The granular formulation is also recommended for outdoor use at 200-400 kg/ha depending on soil type; soil temp should be at least 7 °C at a depth of 15 cm, the granules incorporated evenly to a depth of 20-22 cm and surface of the treated soil sealed with polythene, by flooding with water or by compaction with a heavy roller to compact the surface. Cultivation is needed to aid release of the methyl isothiocyanate and the cress test should be applied...

SOIL DISINFECTION WITH DAZOMET (50 G/SQ M) INCREASED PLANT GROWTH AND THE NUMBER OF CUT FLOWERS PRODUCED BY CARNATIONS (DIANTHUS CARYOPHYLLUS) IN GREENHOUSE EXPT.

There are several potential sources in the environment of MITC including metam sodium, metam potassium, and dazomet. In many situations, data have been used that provide results for MITC, but the sources cannot be determined (e.g., levels in ambient air). Following application of dazomet, MITC can volatilize into the atmosphere and be transported off-site. This can lead to exposures to MITC in the general public and to workers following application of dazomet.

Anwendungen · 2 Einträge

BeschreibungDazomet is a biocide used to control bacterial and fungal growth in pulp and paper systems, but also in agriculture for soil disinfection. It is contained in Busan 1058, Mylone and Fungicide 974 (Crag). Sensitization, rarely reported, occurred in a paper-mill worker.

VerwendenDazomet is a as fumigant used for the control of brown root rot disease. Dazomet was shown to be a possible agent in preventing pest incursion in agriculture, gardening and agroforestry.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

KohlendisulfidFormaldehydMethylamin, gasförmig

Anbieter100 Anbieter

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Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: A dithiocarbamic ester that is 1,3,5-thiadiazinane with a thione moiety at position 2 and in which the hydrogens attached to the nitrogens are replaced by methyl groups. A fungicide, herbicide and nematicide, it is used prior to sowing or planting for the ontrol of soil fungi, nematodes, bacteria and germinating weeds, and as fumigant for poultry litter and eggs to control Salmonella. It is a non-ozone-depleting alternative to methyl bromide.