HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
Huagongshe Open Program:[email protected]AI access: llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.7.8
  1. Home
  2. /Compound

Heptenophos

HCID 62773
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
23560-59-0
Standard SMILES
COP(=O)(OC)OC1=C(Cl)C2C=CCC12
InChIKey
GBAWQJNHVWMTLU-UHFFFAOYSA-N
Molecular formula
C9H12ClO4P
Average molar mass
250.61 g/mol
Monoisotopic mass
250.0161736

Overview

Heptenophos is an organophosphate insecticide, an organochlorine compound and a trialkyl phosphate. It has a role as an acaricide, an agrochemical and an EC 3.1.1.7 (acetylcholinesterase) inhibitor. It derives from a hydride of a bicyclo[3.2.0]hepta-2,6-diene.

Names & identifiers

Preferred name
Heptenophos
IUPAC
(7-chloro-6-bicyclo[3.2.0]hepta-2,6-dienyl) dimethyl phosphate
English name
HEPTENOPHOS
Molecular formula
C9H12ClO4P
Molecular weight
250.62

Names & synonyms

HEPTENOPHOS23560-59-0RagadanHostavik7-Chlorobicyclo[3.2.0]hepta-2,6-dien-6-yl dimethyl phosphateHOE 02982Caswell No. 721CHoe 2982DTXSID5042037CHEBI:38693O,O'-Dimethyl-O-(6-chlorobicyclo(3.2.0)heptadiene-1,5-yl)phosphateHOE 2982 OJ
Show more names
Heptanophoshoe2982xoe2982OMS 1845hoe2982ojHEPTENOFOSHOSTAQUICK
7-Chlorobicyclo(3.2.0)hepta-2,6-dien-6-yl dimethyl phosphatePhosphoric acid, 7-chlorobicyclo[3.2.0]hepta-2,6-dien-6-yl dimethyl esterAI3-275005-(O,O-Dimethylphosphoryl)-6-chlorobicyclo(3.2.0)hepta-1,5-dienO,O-Dimethyl-O-(6-chlorobicyclo(3.2.0)heptadien-1,5-yl)phosphateXOE-2982Phosphoric acid, 7-chlorobicyclo(3.2.0)hepta-2,6-dien-6-yl dimethyl esterRefChem:783720

Database identifiers

CAS
23560-59-0
PubChem CID
62773
DTXSID
DTXSID5042037
ChEMBL
CHEMBL432816

Properties

Computed structural properties

XLogP
1.3
Topological polar surface area
44.8 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
4
Rotatable bonds
4
Heavy atoms
15
Formal charge
0
Complexity
368

Experimental & physicochemical properties

Pesticides · 4 items

Insecticides

Active substance -> EU Pesticides database: Not approved

Pesticides -> Organophosphate Insecticides

Pesticide (Heptenophos) -> USDA PDB

LogP · 3 items

log Kow =2.32

2.32

2.32

Odor...Odor typical of a phosphate ester.
Density1.28 (20 °C)
Color/FormLight brown liquid... .
Solubility · 3 items

Readily miscible with most organic solvents, e.g. in acetone, methanol, xylene >1, hexane 0.13 (all in kg/l, 25 °C).

In water, 2,500 mg/l @ 23 °C

2.5 mg/mL at 23 °C

Flash Point165 °C (Cleveland, open); 152 °C (Pensky-Martens, closed)
Boiling Point64 °C/0.075 mm Hg
DecompositionWhen heated to decomposition it emits toxic fumes of /hydrogen chloride and phosphorus oxides/.

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 6 items

Danger

H301: Toxic if swallowed [Danger Acute toxicity, oral]

P264, P270, P273, P301+P316, P321, P330, P391, P405, and P501 (click each P-code to see the statement)

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P260, P264, P270, P271, P273, P280, P284, P301+P316, P302+P352, P304+P340, P316, P317, P320, P321, P330, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Hazard information

Regulatory Information2002/2076
Hazards Summary · 1 item

May cause irritation; A cholinesterase inhibitor; [MSDSonline] The average of two baseline respective cholinesterase activity determinations three days apart, with no exposures to enzyme inhibiting pesticides for at least 30 days, is recommended for each worker prior to exposure to cholinesterase inhibitors because of large inter-individual differences in published baseline values. To be established at least once a year. Removal from workplace exposures is recommended until the cholinesterase activity returns to within 20% of baseline. [TLVs and BEIs]

DOT Emergency Guidelines · 5 items

/GUIDE 131: FLAMMABLE LIQUIDS-TOXIC/ Health: TOXIC; may be fatal if inhaled, ingested or absorbed through skin. Inhalation or contact with some of these materials will irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution. /Organophosphorus pesticide, liquid, flammable, poisonous; Organophosphorus pesticide, liquid, flammable, toxic; Organophosphorus pesticide, liquid, poisonous, flammable; Organophosphorus pesticide, liquid, toxic, flammable/

/GUIDE 131: FLAMMABLE LIQUIDS-TOXIC/ Fire or Explosion: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion and poison hazard indoors, outdoors or in sewers. Those substances designated with a "P" may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. /Organophosphorus pesticide, liquid, flammable, poisonous; Organophosphorus pesticide, liquid, flammable, toxic; Organophosphorus pesticide, liquid, poisonous, flammable; Organophosphorus pesticide, liquid, toxic, flammable/

Chemistry & industry

Pharmacology

Mechanism of Action · 2 items

Organophosphorus insecticides exert their acute effects in both insects and mammals by inhibiting acetylcholinesterase (AChE) in the nervous system with subsequent accumulation of toxic levels of acetylcholine (ACh), which is a neurotransmitter. In many cases, the organophosphorylated enzyme is fairly stable, so that recovery from intoxication may be slow. /Organophosphorus Pesticides/

The first essential step in the initiation of the delayed neuropathic effect of an organophosphate is phosphorylation of a target protein in the nervous system. The protein has esteratic enzyme activity. The phosphorylation, which was originally studied radiochemically, can be monitored conveniently as progressive inhibition of the activity of this enzyme, which is now referred to as Neuropathy Target Esterase (NTE or Neurotoxic Esterase)... . The second, and equally essential, step is the transformation of the phosphorylated NTE to a modified form: one of the remaining ester bonds of the inhibitor molecule attached to the NTE active site undergoes a biochemical cleavage leaving an ionized acidic residue bound to the protein: this residue is negatively charged and the reaction is referred to as "aging". Both inhibition and aging of inhibited NTE are essential to initiate neuropathy, but the role of the negative charge in the initiation of axonal degeneration is not known. The process of "aging" of inhibited NTE has some analogy with the better-known "aging" of inhibited AChE. However, the analogy does not last above the level of enzyme inhibition. Acute toxicity arises directly from the loss of catalytic activity of AChE, leading to accumulation of excess physiological substrate. Mere loss of catalytic activity of NTE (without aging) does not initiate neuropathy. There is no evidence of a deleterious accumulation of a physiological substrate for NTE or lack of hydrolysis products after inhibition in vivo, and the effect of the negative charge may be focused on some quite separate process. /Organophosphorus Pesticides/

Metabolism/Metabolites · 2 items

Metabolism occurs principally by oxidation, hydrolysis by esterases, and by transfer of portions of the molecule to glutathione. Oxidation of organophosphorus insecticides may result in more or less toxic products. The glutathione transferase reactions produce products, that are, in most cases, of low toxicity. Hydrolytic and transferase reactions affect both thioates and their oxons. /Organophosphorus Pesticides/

Related reactions

0 records
New reaction record

No reaction records under the current filter.

Compound notes

Loading…

On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
ChEBI
CHEBI:38693
EC Number
245-737-0
Nikkaji
J20.696B
Melting Point< 25 °C
Vapor Pressure · 2 items

0.00075 [mmHg]

65 mPa (4.9X10-4 mm Hg) at 15 °C; 170 mPa (1.28X10-3 mm Hg) at 25 °C

Physical Description · 2 items

Pale amber liquid; [Merck Index] Brown liquid; [MSDSonline]

Solid

Physicochemical properties

Melting point
25 °C · 25°C
Boiling point
0.001 · bp0.001 94-95°
Density
420 · d420 1.294
vapor pressure
6.5 x · 6.5 x 10-2 Pa (15 °C)
Flash point
Not applicable
storage temp.
4 °C · APPROX 4°C
Water Solubility
2200 mg · 2200 mg l-1 (20 °C)
form
liquid
color
Yellow
Henry's Law Constant
5.8 · 5.8×101 mol/(m3Pa) at 25℃, HSDB (2015)
Major Application
agricultureenvironmental
InChI
1S/C9H12ClO4P/c1-12-15(11,13-2)14-9-7-5-3-4-6(7)8(9)10/h3-4,6-7H,5H2,1-2H3
InChIKey
GBAWQJNHVWMTLU-UHFFFAOYSA-N
SMILES
COP(=O)(OC)OC1=C(Cl)C2C=CCC12
EWG's Food Scores
4 · 4
FDA UNII
2 S71REI · RLZ2S71REI
EPA Substance Registry System
Heptenophos (23560-59-0)
UNSPSC Code
41116107 · 41116107
NACRES
24 · NA.24
Symbol(GHS)
6 · GHS06,GHS09
Signal word
Danger
Hazard statements
301 · H301-H312-H330-H410
Precautionary statements
260 · P260-P264-P273-P280-P302+P352+P312-P304+P340+P310
Hazard Codes
T,N,Xn,F
Risk Statements
25 · 25-50/53-52/53-36-20/21/22-11
Safety Statements
23 · 23-28-37-45-60-61-36/37-26
RIDADR
3018 · 3018
WGK Germany
3 · 3
RTECS
8545000 · TB8545000
HazardClass
6.1 · 6.1(b)
PackingGroup
III
HS Code
29199000 · 29199000
Storage Class
6.1 A · 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
Hazard Classifications
2 InhalationAcute · Acute Tox. 2 InhalationAcute Tox. 3 OralAcute Tox. 4 DermalAquatic Acute 1Aquatic Chronic 1
Hazardous Substances Data
23560 · 23560-59-0(Hazardous Substances Data)
Toxicity
50 orally · LD50 orally in rats: 96-117 mg/kg (Hewson)

/GUIDE 131: FLAMMABLE LIQUIDS-TOXIC/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate closed spaces before entering. /Organophosphorus pesticide, liquid, flammable, poisonous; Organophosphorus pesticide, liquid, flammable, toxic; Organophosphorus pesticide, liquid, poisonous, flammable; Organophosphorus pesticide, liquid, toxic, flammable/

/GUIDE 131: FLAMMABLE LIQUIDS-TOXIC/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible. /Organophosphorus pesticide, liquid, flammable, poisonous; Organophosphorus pesticide, liquid, flammable, toxic; Organophosphorus pesticide, liquid, poisonous, flammable; Organophosphorus pesticide, liquid, toxic, flammable/

For more DOT Emergency Guidelines (Complete) data for HEPTENOPHOS (16 total), please visit the HSDB record page.

DOT Hazard Classification · 2 items

Heptenophos

Marine pollutant

Hazard Classes and Categories · 3 items

Acute Tox. 3 (100%)

Acute toxicity - category 3

Acute Tox. 3 *

Standard Transportation Number · 6 items

49 216 74; Organophosphorus pesticide, liquid, not otherwise specified (compounds and preparations) (insecticides, other than agricultural, NEC)

49 216 75; Organophosphorus pesticide, liquid, not otherwise specified (compounds and preparations) (agricultural insecticides, NEC, liquid)

49 105 44; Organophosphorus pesticide, liquid, not otherwise specified (compounds and preparations) (insecticides, other than agricultural, NEC)

49 105 45; Organophosphorus pesticide, liquid, not otherwise specified (compounds and preparations) (agricultural insecticides, NEC, liquid)

49 216 76; Organophosphorus pesticide, solid, not otherwise specified (compounds and preparations) (insecticides, other than agricultural, NEC)

49 216 77; Organophosphorus pesticide, solid, not otherwise specified (compounds and preparations) (agricultural insecticides, NEC, other than liquid)

Shipment Methods and Regulations · 4 items

No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./

The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.

The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.

Marine pollutant

Shipping Name/ Number DOT/UN/NA/IMO · 5 items

UN 3018; Organophosphorus pesticides, liquid, toxic, not otherwise specified

UN 3017; Organophosphorus pesticides, liquid, toxic, flammable, not otherwise specified, flashpoint between 23 °C and 61 °C

UN 2783; Organophosphorus pesticides, solid, toxic, not otherwise specified

UN 2784; Organophosphorus pesticides, liquid, flammable, toxic, not otherwise specified, flashpoint less than 23 °C

For more Shipping Name/ Number DOT/UN/NA/IMO (Complete) data for HEPTENOPHOS (6 total), please visit the HSDB record page.

Safety & protection

Exposure Control and Personal Protection · 1 item

Biological Exposure Indices (BEI) [ACGIH] - Acetylcholinesterase activity in red blood cells = 70% of individual's baseline; Butylcholinesterase activity in serum or plasma = 60% of individual's baseline; Sample at end of shift; [TLVs and BEIs]

Fire Fighting Procedures · 2 items

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use "alcohol" foam, dry chemical or carbon dioxide. /Organophosphorus pesticides, liquid, flammable, toxic; Organophosphorus pesticides, liquid, toxic/

If material on fire or involved in fire: Use water in flooding quantities as fog. Extinguish fire using agent suitable for type of surrounding fire. (Material itself does not burn or burns with difficulty.) /Organophosphorus pesticides, solid, toxic/

Cleanup Methods · 3 items

Environmental considerations: Air spill: Apply water spray or mist to knock down vapors. /Organophosphorus pesticides, liquid, flammable, toxic; Organophosphorus pesticides, liquid, toxic; Organophosphorus pesticides, solid, toxic/

Environmental considerations: Water spill: Use natural barriers or oil spill control booms to limit spill travel. Remove trapped material with suction hoses. /Organophosphorus pesticides, liquid, flammable, toxic; Organophosphorus pesticides, liquid, toxic; Organophosphorus pesticides, solid, toxic/

Environmental considerations: Land spill: Dig a pit, pond, lagoon, holding area to contain liquid or solid material. /SRP: If time permits, pits, ponds, lagoons, soak holes, or holding areas should be sealed with an impermeable flexible membrane liner./ Dike surface flow using soil, sand bags, foamed polyurethane, or foamed concrete. Absorb bulk liquid with fly ash, cement powder, or commercial sorbents. /Organophosphorus pesticides, liquid, flammable, toxic; Organophosphorus pesticides, liquid, toxic; Organophosphorus pesticides, solid, toxic/

Preventive Measures · 5 items

If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. /Organophosphorus pesticides, solid, toxic/

If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Attempt to stop leak if without undue personnel hazard. Use water spray to knock-down vapors. /Organophosphorus pesticides, liquid, toxic/

If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Use water spray to knock-down vapors. /Organophosphorus pesticides, liquid, flammable, toxic/

Personnel protection: Avoid breathing dusts, and fumes from burning material. Keep upwind. Avoid bodily contact with the material. Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water. /Organophosphorus pesticides, solid, toxic/

For more Preventive Measures (Complete) data for HEPTENOPHOS (8 total), please visit the HSDB record page.

Toxicology

Interactions · 1 item

Because different classes of enzymes may be inhibited, the effects of organophosphorus pesticide poisoning may be complex and potentially at least could involve interactions with drugs as well as with other pesticides or chemicals. Potentiation may also involve solvents or other components of formulated pesticides. Certain drugs such a phenothiazines, antihistamines, CNS depressants, barbiturates, xanthines (theophylline), aminoglycosides and parasympathomimetic agents are to be avoided because of increased toxicity. /Organophosphorus pesticides/

Ecotoxicity Values · 4 items

LC50 Trout 0.056 mg/L/96 hr /Conditions of bioassay not specified/

LC50 Carp 24 mg/L/96 hr /Conditions of bioassay not specified/

LD50 Japanese quail oral 17-55 mg/kg (depending on carrier and sex) for pure a.i.

LC50 Daphnia 2.2 ug/L/48 hr /Conditions of bioassay not specified/

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 508(SRC), determined from a structure estimation method(2), indicates that heptenophos is expected to have low mobility in soil(SRC). Volatilization of heptenophos from moist soil surfaces is not expected to be an important fate process(SRC) given a Henry's Law constant of 1.69X10-7 atm-cu m/mole(SRC), derived from its vapor pressure, 1.28X10-3 mm Hg(3), and water solubility, 2,500 mg/l(4). Heptenophos is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 1.28X10-3 mm Hg(3). Heptenophos is rapidly degraded in soil with a field half-life of 1.4 days, depending on temperature and soil type(3). In active fresh field sandy loam soil and autoclaved soil, 22 % and 0%, respectively, of the applied (6-14C)-heptenophos was released as CO2 after 240 hours(5). Field and laboratory research indicate heptenophos has short persistence in soil; half-lives ranged from 1 to 25 hr(5).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 508(SRC), determined from a structure estimation method(2), indicates that heptenophos is 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 1.69X10-7 atm-cu m/mole(SRC), derived from its vapor pressure, 1.28X10-3 mm Hg(4), and water solubility, 2,500 mg/l(5). According to a classification scheme(6), an estimated BCF of 2.0(SRC), from its log Kow of 2.32(4) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Heptenophos is hydrolyzed in acidic and alkaline media(4). A range of 3-23 days was reported for half-lives for hydrolysis for heptenophos; however, no experimental details were provided(8). Degradation in the water phase of a water sediment system was 27-77 hrs(4).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), heptenophos, which has a vapor pressure of 1.28X10-3 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase heptenophos 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 4.4 hours(SRC), calculated from its rate constant of 8.7X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Heptenophos may absorb light with wavelengths >290 nm and may be expected to be susceptible to direct photolysis by sunlight(SRC).

Food Survey Values · 1 item

Heptenophos was not found in the Danish National Pesticide Monitoring Program 1995-1996 in selected food commodities(1). Heptenophos was detected in 1.2% of parsley samples at maximum and mean concentrations of 0.14 and 0.006 ppm, respectively, in a monitoring program of fresh vegetables, fruits, and other selected food items in Belgium 1991-1993(2).

Adverse EffectsOther Poison - Organophosphate
Milk ConcentrationsMany of the organophosphorus insecticides are excreted in the milk ... /Organophosphorus insecticides/
Ecotoxicity Excerpts/PLANTS/ Non-phytotoxic when used as directed, except to some varieties of apple, sweet cherry, and rose.
Medical Surveillance · 3 items

Measurement of whole blood-AChE is the most widely adopted method for monitoring the effects of occupational exposure to organophosphorus insecticides. Physiological variations in blood ChE levels occur in a healthy person and are seen among a population. It has been estimated that the coefficient of variation for AChE activity in samples from an individual is 8-11%, and that a decrease of 23% below pre-exposure level may, therefore, be considered significant. If the average of several pre-exposure values were available, then a decrease of 17% would be significant. It has been recommended that, if measured activity is reduced by 30% or more of the pre-exposure value, AChE measurements should be repeated at appropriate intervals to confirm the results. Depressions of AChE or ChE in excess of 20-25% are considered diagnostic of exposure but not, necessarily, indicative of hazard. Depressions of 30-50% or more are considered indicators for removal of an exposed individual from further contact with pesticides until levels return to normal. /Organophosphorus Pesticides/

...Organophosphorus pesticides may undergo hydrolysis in vivo to yield substituted phosphoric acids that are subsequently excreted in urine. Advances in gas chromatography and combined gas chromatography/mass spectrometry (GC/MS) have made it possible to analyse the urine of exposed persons for the presence of appropriate metabolites. It is usually necessary to preserve the sample by the addition of chloroform, to concentrate or extract the metabolite(s), and to convert them to suitably-volatile derivatives that can be detected by GC. Obviously, access to a well-equipped analytical laboratory, capable of the quick processing of samples, is a necessary factor if monitoring by urine analysis is proposed. However, in some cases, simpler and sensitive colorimetric tests are available for screening the urine of exposed persons. Thus, 4-nitrophenol can be measured directly in the urine of workers exposed to parathion. Consideration of the concentration of metabolite(s) in the urine can be helpful in determining patterns of exposure, and these concentrations can be calibrated against the effects on AChE for a particular pesticide. However, the time-course and peak of excretion of metabolites appears to vary according to dose, so that serial sampling and analyses of urine are desirable. Levels of metabolite alone cannot be considered a guide to hazard. This is obvious when it is realized that pesticides that have very different toxicities may yield identical acidic metabolites. Thus, the level of metabolites in urine, after exposure to sufficient amounts of the very toxic parathion-methyl to depress blood-AChE to 50%, will be much lower than that of the identical metabolites, following exposure to the related fenitrothion, which is about 40 times less toxic. /Organophosphorus Pesticides/

SRP: Workers should undergo an annual medical exam. Contraindications for work with organophosporous pesticides are organic diseases of the CNS, mental disorders and epilepsy, and pronounced endocrine disorders. Blood cholinesterase, both plasma and RBC, must be determined before work starts. In the event of prolonged work periods, this activity should be determined at intervals of 3-4 days. Persons exhibiting a fall in cholinesterase activity of 25% or more must be transferred to other work where they are not exposed until cholinesterase activity is restored. /Organophosphorous pesticides/

Soil Adsorption/Mobility · 1 item

Using a structure estimation method based on molecular connectivity indices(1), the Koc for heptenophos can be estimated to be 508(SRC). According to a classification scheme(2), this estimated Koc value suggests that heptenophos is expected to have low mobility in soil.

Human Toxicity Excerpts · 5 items

/SIGNS AND SYMPTOMS/ Although many epidemiological studies have been carried out, few controlled studies on man have been reported. It is generally recognized that there are behavioural and psychic changes during overt clinical poisoning by organophosphorus insecticides and that these may take several months to regress. However, there is no information to suggest that effects occur at exposure levels that do not either alter ChE levels or produce physical symptoms. ...Much /of the work on different aspects of behavior as affected by organophosphates/ was based on generalized complaints from workers occupationally exposed to many agricultural chemicals (and probably also to automobile fuels and lubricants and to alcohol). In summary, ...in human subjects sufficiently exposed to organophosphates to depress plasma- or erythrocyte-ChEs, some or all of the following behavioral variables might be impaired. In cognition: vigilance, information processing and psychomotor speed, and memory; in speech: both performance and perception; in psychic state: increased tendencies to depression, anxiety, and irritability; and in EEG records: a tendency to faster frequencies and higher voltages. /Organophosphorus pesticides/

/SIGNS AND SYMPTOMS/ Signs and symptoms of acute intoxication by organophosphorus insecticides include muscarinic, nicotinic, and central nervous system (CNS) manifestations. Symptoms may develop rapidly, or there may be a delay of several hours after exposure before they become evident. The delay tends to be longer in the case of more lipophilic compounds, which also require metabolic activation. Symptoms may increase in severity for more than one day and may last for several days. In severe cases, respiratory failure is a dominant effect. /Organophosphorus pesticides/

/SIGNS AND SYMPTOMS/ Respiratory and ocular symptoms are expected to appear first after exposure to airborne organophosphorus pesticides. /Organophosphorus pesticides/

/SIGNS AND SYMPTOMS/ The clinical picture of organophosphorus intoxication results from accumulation of ACh at nerve endings. ...The symptoms can be summarized in three groups as follows: (a) Muscarinic manifestations- increased bronchial secretion, excessive sweating, salivation, and lachrymation; pinpoint pupils, bronchoconstriction, abdominal cramps (vomiting and diarrhea); and bradycardia. (b) Nicotinic manifestations- fasciculation of fine muscles and, in more severe cases, of diaphragm and respiratory muscles; and tachycardia. (c) Central nervous system manifestations- headache, dizziness, restlessness, and anxiety; mental confusion, convulsions, and coma; and depression of the respiratory centre. All these symptoms can occur in different combinations and can vary in time of onset, sequence, and duration, depending on the chemical, dose, and route of exposure. Mild poisoning might include muscarinic and nicotinic signs only. Severe cases always show central nervous system involvement; the clinical picture is dominated by respiratory failure, sometimes leading to pulmonary edema, due to the combination of the above-mentioned symptoms. /Organophosphorus Pesticides/

Artificial Pollution SourcesHeptenophos' production may have resulted in its release to the environment through various waste streams; its use as an insecticide(1) will have resulted in its direct release to the environment(SRC).
Environmental Biodegradation · 1 item

Heptenophos is rapidly degraded in soil with a field half-life of 1.4 days, depending on temperature and soil type(1). In active fresh field sandy loam soil and autoclaved soil, 22% and 0%, respectively, of the applied (6-14C)-heptenophos was released as CO2 after 240 hours(2). Field and laboratory research indicate heptenophos has short persistence in soil; half-lives ranged from 1 to 25 hr(2).

Safety data

wgk
3
rtecs
TB8545000
ridadr
3018
hs_code
29199000
Toxicity
LD50 orally in rats: 96-117 mg/kg (Hewson)
risk_code
25-50/53-52/53-36-20/21/22-11
Signal word
Danger
Symbol(GHS)
GHS06,GHS09
hazard_code
T,N,Xn,F
safety_code
23-28-37-45-60-61-36/37-26
hazard_class
6.1(b)
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
packing_group
III
Hazard statements
H301-H312-H330-H410
Hazard Classifications
Acute Tox. 2 InhalationAcute Tox. 3 OralAcute Tox. 4 DermalAquatic Acute 1Aquatic Chronic 1
Precautionary statements
P260-P264-P273-P280-P302+P352+P312-P304+P340+P310
Hazardous Substances Data
23560-59-0(Hazardous Substances Data)

It is well-known that active metabolites of most organophosphorus insecticides react covalently to some extent with tissue esterases other than AChE. Since few of these esterases appear vital to health, the binding reaction may be considered a detoxification process. Although the catalytic activity of these esterases is high, the actual quantity of such sites is comparatively small. Crude measurements using 32 P-labelled diisopropyl phosphorofluoridate (an agent reacting with most organophosphorus-sensitive esterases) suggest that 100-150 g bind/kg bw of an adult hen injected with about the LD50 dose. Binding was principally in liver and muscle. The quantity bound would not be expected to be much greater whatever the LD50 of an administered organophosphorus insecticide. Thus, it is a significant proportion of the total dose only for a very toxic compound such as paraoxon but not for compounds with much higher LD50s. However, the number of binding sites may, in some cases, be very significant compared with the quantity of circulating anticholinesterase oxon that has avoided other metabolic disposal processes. Molecules of oxon bound to these non-vital sites are prevented from attacking the vital sites such as AChE or NTE. Binding sites can therefore be considered an important second line of defence against intoxication. /Organophosphorus Pesticides/

MeSH Pharmacological ClassificationPesticides designed to control insects that are harmful to man. The insects may be directly harmful, as those acting as disease vectors, or indirectly harmful, as destroyers of crops, food products, or textile fabrics.
Absorption, Distribution and Excretion · 3 items

In rats, following oral administration, 90% is excreted in the urine and 6% in the feces in metabolised form within 6 days.

Most organophosphorus pesticides are not ionized and are very lipophilic. Thus, inhaled or swallowed material will be easily taken up. /Organophosphorus Pesticides/

In rats, the /gastrointestinal/ uptake of most of the organophosphorus pesticides reviewed seems to be rapid and efficient under test conditions usually involving a dose well below the LD50. /Organophosphorus Pesticides/

Cellular LocationsCytoplasm

Uses & manufacturing

Uses · 6 items

Used as systemic and contact insecticide (agriculture, horticulture, and ornamentals) and veterinary ectoparasiticide; [HSDB]

No longer registered as a pesticide for use in the US; [HSDB]

Farming (Pesticides) [Category: Industry]

For heptenophos (USEPA/OPP Pesticide Code: 215600) there are 0 labels match. /SRP: Not registered for current 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./

Systemic and contact insecticide of short persistance.

Medication (VET)

Formulations/Preparations · 4 items

Emulsifiable concentrate.

Selected tradenames: 'Hostaquick' (crop protection use) (Aventis); 'Ragadan' (veterinary use) (Intervet).

Mixtures: 'Decisquick' (+deltamethrin)

Technical grade is 93% pure.

General Manufacturing InformationThe WHO Recommended Classification of Pesticides by Hazard identifies Heptenophos (technical grade) as Class IB: highly hazardous; Main Use: insecticide.
Applications · 4 items

DescriptionHeptenophos is a light brown liquid or crystalline mass. It is soluble in water (2.2 g/L at 20 C) and miscible with most organic solvents, except aliphatic hydrocarbons. Log Kow = 2.32. Heptenophos is hydrolyzed in acidic and alkaline media.

UsesHeptenophos is used to control sucking pests (primarily aphids) in a wide range of crops. It is also used as an ectoparasiticide to control ticks, lice, mites and fleas in farm animals and pets.

UsesInsecticide.

UsesHeptenophos is a pesticide used for fruits and vegetables.

Upstream & downstream products

Upstream raw materials

Dichloroacetyl chloride7,7-Dichlorobicyclo[3.2.0]hept-2-en-6-oneTriethylamine hydrochlorideDichloroacetic acidPentaneTrimethyl phosphitePhthaloyl dichloridecis-3-Heptene1,3-Cyclopentadiene

Suppliers22 total

梯希爱(上海)化工贸易有限公司021-61109150 · [email protected]
上海毕楷科技有限公司18516304666 · [email protected]
天津阿尔塔科技有限公司022-65378550-8551 · [email protected]
深圳振强药物研发有限公司+86-0755-66853366 +86-13670046396 · [email protected]
天津阿尔塔科技有限公司022-6537-8550 15522853686 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
山东西亚化学有限公司4009903999 13395398332 · [email protected]
山东小野化学股份有限公司0539-6362799 20)
Shaanxi Didu New Materials Co. Ltd+86-86-17392712779 +86-13289823923 · [email protected]
深圳市丽晶生化科技有限公司0755-85201366 18938635012 · [email protected]
北京坛墨质检科技有限公司010-52889049 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 13028896684 · [email protected]
陕西缔都医药化工有限公司029-029-029-81148696 18161915376 · [email protected]
XIAMEN AMITY INDUSTRY AND TRADE CO., LTD.+8618950047208 · [email protected]
上海贝万塔生物科技有限公司021-67187366 19901745723 · [email protected]
SUZHOU SENFEIDA CHEMICAL CO.,LTD+86-0512-83500002 +86-15195660023 · [email protected]
上海安谱实验科技股份有限公司18502138905 · [email protected]
上海杰股生物科技有限公司021-51698675 · [email protected]
北京百灵威科技有限公司18210857532 18210857532 · [email protected]
DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354 · [email protected]

Additional notes

DefinitionA nonpersistent contact and systematic phosphate insecticide.

For more Human Toxicity Excerpts (Complete) data for HEPTENOPHOS (7 total), please visit the HSDB record page.