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2-メルカプトベンゾチアゾールナトリウム

Sodium 2-mercaptobenzothiazole

HCID 3714831
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印刷プレビュー
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
2492-26-4
標準SMILES
[Na+].[S-]c1nc2ccccc2s1
InChIKey
VLDHWMAJBNWALQ-UHFFFAOYSA-M
分子式
NaC7H4NS2
平均分子量
189.2 g/mol
単同位体質量
188.96828541

概要

Sodium 2-mercaptobenzothiazol solution appears as an amber liquid with an odor of old rubber. A 50% aqueous solution. Denser than water. (USCG, 1999)

名称と識別子

優先名称
Sodium 2-mercaptobenzothiazole
IUPAC
sodium 1,3-benzothiazole-2-thiolate
現地名
2-メルカプトベンゾチアゾールナトリウム
英語名
Sodium mercaptobenzothiazole
分子式
C7H4NNaS2
分子量
190.24

名称と別名

2492-26-4SODIUM 2-MERCAPTOBENZOTHIAZOLESodium mercaptobenzothiazoleDuodexSodium MBTNaMBTCaswell No. 541CSodium 2-mercaptobenzothiolateSanbit N-GSodium benzothiazolethiolateSodium mercaptobenzothiazolateBenzothiazolethiol, sodium salt
名称をさらに表示
2-メルカプトベンゾチアゾールナトリウムデュオデックス3-ソジオ-2(3H)-ベンゾチアゾールチオンナトリウムベンゾチアゾール-2-チオラート2-(ソジオチオ)ベンゾチアゾール2-メルカプトベンゾチアゾールナトリウム塩(ベンゾチアゾール-2-イルチオ)ナトリウムナトリウム=2ベンゾチアゾルチオラトナトリウム2-ベンゾチアゾールチオラート2(3H)-ベンゾチアゾールチオンナトリウム塩(1:1)2‐メルカプトベンゾチアゾールナトリウム2-MERCAPTOBENZOTHIAZOLE SODIUM SALTnacapNA-MBTMBT·NaNACAP(R)sodiummbtSodium 2-benzothiazoL2-(Sodiothio)benzothiazolesodiumbenzothiazolethiolate
2-Mercaptobenzothiazole, sodiumDTXSID1026035HSDB 6141Sodium 2(3H)-benzothiazolethionateEINECS 219-660-8UNII-2K7B30DX7OEPA Pesticide Chemical Code 051704NSC 191935

データベース識別子

CAS
2492-26-4、26249-01-4
PubChem CID
3714831
DTXSID
DTXSID1026035
ChEMBL
CHEMBL3182456
UNII
2K7B30DX7O
EC Number
219-660-8、696-007-7
Nikkaji
J191.982B、J208.673E

物性

構造計算による物性

極性表面積
42.1 Ų
水素結合供与体数
0
水素結合受容体数
3
回転可能結合数
0
重原子数
11
形式電荷
0
複雑度
134

実験および物理化学的性質

PolymersPlastics & Rubber -> Rubber Additives
pHAlkaline as a 50% aq solution
LogPAs an ionic salt the partition coefficient is expected to be neg.
Density · 2 件

1.25 to 1.28 at 77 °F (NTP, 1992)

DENSITY 10.5 LB/GAL (50% AQ SOLN)

ViscositySodium mercaptobenzothiazole in motor oil soln maintains a uniform viscosity over a large temp range.
Color/FormLIGHT-AMBER LIQUID /50% AQUEOUS SOLN/
Solubility · 2 件

greater than or equal to 100 mg/mL at 68 °F (NTP, 1992)

Sol in water.

CorrosivityNot corrosive to metals as a 50% aq soln.
Flash Pointgreater than 200 °F (NTP, 1992)
Boiling Point217 °F at 760 mmHg (NTP, 1992)
Melting Point21 °F (NTP, 1992)
Vapor Pressure · 2 件

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

Danger

H314 (95.4%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P261, P264, P264+P265, P272, P273, P280, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P333+P317, P362+P364, P363, P391, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 938 reports by companies from 21 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]

危険有害性情報

Regulatory Information · 4 件

Chemical: 2(3H)-Benzothiazolethione, sodium salt (1:1)

2(3H)-Benzothiazolethione, sodium salt (1:1) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2(3H)-Benzothiazolethione, sodium salt (1:1) are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 21-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/2140

Sodium 2-mercaptobenzothiazole: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Mercaptobenzothiazole and its salts: Human health tier II assessment
DOT LabelCorrosive
Fire HazardsSpecial Hazards of Combustion Products: Contain very toxic fumes of SOx, NOx, and Na 2 O.
Fire PotentialNonflammable as a 50% aqueous solution.
Health Hazards · 1 件

Contact with moisture in the body by inhalation may yield sodium hydroxide (corrosive) and 2-mercaptabenzothiazole, an irritant. Contact with the eyes caused opacity or ulceration of the cornea, inflammation of the iris, redness and swelling of the conjunctiva and partial eversion of the eye lids, and destruction or irreversible tissue change in 24 hours or less (rabbit). A dose of 2,500 mg/kg applied to the skin caused severe depression, cold extremities, appetite loss; 4 of 10 died. Exposure of the skin to 1,250 mg/kg caused a severe degree of skin injury. The skin was burned in 24 hours with formation of hard eschar at 1-2 weeks; 1 of 10 rabbits died. Ingestion caused tremors, convulsions, severe depression and hemaluria in male rats. Ingestion of 312.5 mg/kg: 1 of 5 male rats die on day 2; 625 mg/kg: 2 of 5 died within 3-5 minutes; 1,250 mg/kg: 3 of 5 died within 3-5 minutes; 2,500 mg/kg: 100% mortality within 3-5 minutes. Hemorrhage of the stomach occurred in all rats that died. (USCG, 1999)

化学と産業

薬理情報

Mechanism of Action · 1 件

In in vitro studies mercaptobenzothiazole (MBT) (5x10-6 M) inhibited dopamine-beta-hydroxylase (an enzyme involved in the synthesis of norepinephrine) activity by 47%. In in vivo studies MBT (200 mg/kg, ip) lowered norepinephrine levels of mouse brain by 40% at 1 hr after injection; possibly by chelation of cupric ions necessary for dopamine-beta-hydroxylase activity./Mercaptobenzothiazole/

Metabolism/Metabolites · 2 件

...Rats... were dosed ip with 35S-mercapto-labelled 2-mercaptobenzothiazole. Analysis of urinary metabolites indicated that mercaptobenzothiazole underwent conjugation with glutathione and with glucuronic acid. Radiolabelled inorg sulfate was also identified in urine. /Mercaptobenzothiazole/

At an in vitro concn of 1mM mercaptobenzothiazole caused a slow inhibition of the hexose monophosphate pathway and a moderate stimulation of the tricarboxylic acid cycle of Ehrlich ascites tumor cells./Mercaptobenzothiazole/

Absorption, Distribution and Excretion · 2 件

The percutaneous absorption of mercaptobenzothiazole in aqueous soln was studied in guinea pigs. [14C]-labeled mercaptobenzothiazole (about 11 mg/kg body weight) was applied to the shaved skin of the test animals ... Radioactivity in the tissues and excreta was monitored for up to 48 hr. At 48 hr the following distribution of radioactivity (percent of applied dose) was observed following application to intact (abraded) skin: blood: 0.08 (0.17); internal organs: 0.02 (0.05); GI contents: 0.02 (0.03); feces: 0.46 (1.92); urine: 8.39 (34.58); skin (at application site): 12.13 (7.29); coverings and washings: 60.97 (39.10) /from table/. Max rate of absorption was observed at 3 to 6 hours after application as measured by radioactivity in the urine.

The tissue distribution and excretion of mercaptobenzothiazole was studied in guinea pigs injected sc with [14C]-labeled aqueous soln of mercaptobenzothiazole (5 mg/kg). Max values of radioactivity were observed in tissues at 15 min after injection, and thereafter the radioactivity decr rapidly with time. At 1 hr afr dosing highest values of radioactivity were observed in kidney, liver, and thyroid. At 48 hr the highest values were observed in the thyroid. Excretion of the cmpd appeared to be rapid. At 6 hr after dosing 92.6% of the applied dose had been recovered in urine.

関連反応

1 件
反応記録を作成
HRID 39405 の反応式
HRID 39405反応物としてuspto-grants-2013_09

化合物ノート

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ノートを作成反応を作成見積依頼を出す

24 mmHg at 77 °F (NTP, 1992)

Presumably extremely low, /however/, in the presence of moisture the salt will hydrolyze to give mercaptobenzothiazole which will have a higher, but still very low vapor pressure.

物理化学的性質

融点
-6 °C · -6 °C
沸点
103 °C · 103 °C
比重(密度)
1 · 1,255 g/cm3
蒸気圧
0 Pa · 0Pa at 25℃
貯蔵温度
2 · under inert gas (nitrogen or Argon) at 2-8°C
外見
powder to granule
色
White to Orange to Green
水溶解度
10 g/100 · >=10 g/100 mL at 20 ºC
InChI
InChI=1S/C7H5NS2.Na/c9-7-8-5-3-1-2-4-6(5)10-7;/h1-4H,(H,8,9);
InChIKey
KRXFTOUYGXMRRU-UHFFFAOYSA-N
SMILES
S=C1SC2=CC=CC=C2N1.[Na]
CAS データベース
2492 · 2492-26-4(CAS DataBase Reference)
EPAの化学物質情報
Sodium mercaptobenzothiazole (2492-26-4)
Hazards Summary · 1 件

May cause vesiculations and erythematous skin lesions; May cause skin sensitization; [HSDB] Reaction with body moisture may produce sodium hydroxide and 2-mercaptobenzothiazole; May cause irritation or severe corrosive injury to skin and eyes; [CAMEO] An irritant; [MSDSonline] See Mercaptobenzothiazole.

Reactive GroupAzo, Diazo, Azido, Hydrazine, and Azide Compounds
Special ReportsNTP TR No 332; Route: oral,gavage ; Species: rats and mice. NTIS No PB88245154/AS.[NTP; Division of Toxicology Research and Testing; Management Status Report; 07/22/92; p.24]
Reactivity ProfileSODIUM 2-MERCAPTOBENZOTHIAZOL reacts vigorously with oxidizing materials (e.g. hydroperoxides). Liberates heat in contact with strong mineral acids or acid fumes (NTP, 1992).
Air and Water ReactionsSensitive to prolonged exposure to air. Water soluble.
Hazard Classes and Categories · 2 件

Skin Corr. 1 (95.4%)

Skin corrosion - category 1C

安全と保護具

Fire FightingFire Extinguishing Agents: Water spray, carbon dioxide, dry chemicals, foam on nearby fires. (USCG, 1999)
First Aid · 1 件

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.

Nonfire Spill Response · 1 件

SMALL SPILLS AND LEAKAGE: If you should spill this chemical, use absorbent paper to pick up all liquid spill material. Seal the absorbent paper, as well as any of your clothing which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Wash any surfaces you may have contaminated 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 件

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Isolation and EvacuationExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Personal Protective Equipment (PPE)For spills of aqueous solutions-wear splash-proof goggles, respirator, and protective rubber clothing. Firefighters should wear full protective clothing and self-contained positive pressure breathing apparatus. (USCG, 1999)

毒性情報

Ecotoxicity Values · 5 件

LC50 Salmo gairdneri (Rainbow trout) 2.0 (1.6-2.4) mg/l 24-hr

LC50 Salmo gairdneri (Rainbow trout) 1.8 (1.3-2.4) mg/l 48-hr and 96-hr

LC50 Lepomis macrochirus (bluegill) 5.7 (4.6-7.1) mg/l 24-hr

LC50 Lepomis macrochirus (bluegill) 4.5 (3.9-5.2) mg/l 48-hr

For more Ecotoxicity Values (Complete) data for SODIUM 2-MERCAPTOBENZOTHIAZOLE (11 total), please visit the HSDB record page.

Environmental Fate · 4 件

Sodium mercaptobenzothiazole will partition into aq compartments. Being nonvolatile, it will not partition to the atmosphere.

Below pH 7 sodium mercaptobenzothiazole will be protonated to form insoluble mercaptobenzothiazole. If iron is present sodium mercaptobenzothiazole will be reduced to benzothiazole.

In aqueous solution sodium mercaptobenzothiazole is not oxidized even @ temp of 100 °C, nor is it readily hydrolyzed.

In a weak alkaline or neutral soln the mercaptobenzothiazole anion can readily complex with various metal ions, such as Cu+2 or Zn+2, and form insoluble relatively undissociable salts.

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Human Toxicity ExcerptsNACAP CAUSED VESICULATIONS AND ERYTHEMATOUS LESIONS IN HUMAN PATCH TESTS...
Artificial Pollution Sources · 2 件

Mercaptobenzothiazole compounds enter the environment through plant effluents and emissions associated with their manufacture, use, and end product processing and through the degradation and wear of end products, such as tire dust. /Mercaptobenzothiazole/

Substantial releases will occur when mercaptobenzothiazole leach from the est 12 million lb of vulcanization accelerators that are deposited as tire dust along the nation's highways. Releases will asooccur as a result of disposal of waste radiator coolants from automobiles and industrial cooling systems.

Environmental BiodegradationSodium mercaptobenzothiazole should be readily biodegradable at concentration below toxic limits.
Environmental Bioconcentration · 1 件

It is unlikely that sodium mercaptobenzothiazole will bioconcentrate, since substitution of the mercapto group on benzothiazole should reduce its partition coefficient ... The fact that sodium mercaptobenzothiazole is a salt will even further reduce the partition coefficient and thus its tendency to bioaccumulate.

Non-Human Toxicity Excerpts · 3 件

Daily oral admin to two hybrid strains of mice of 100 mg/kg of mercaptobenzothiazole in 0.5% gelatin failed to cause a significant increase in tumors after 18 months of treatment. /Mercaptobenzothiazole/

A drop in blood glucose in rabbits 5 hr after ip injection of mercaptobenzothiazole at a dose of 100 mg/kg was observed.

Male mice treated daily for one week with ip injections of mercaptobenzothiazole at one-fourth and one-eight the LD50 (110 and 55 mg/kg, respectively) showed no signs of overt toxicity after one week. Microscopic exam of various tissues, however, revealed serious damage to liver of mice receiving the 110 mg/kg dose. Tissues from mice receiving the 55 mg/kg dose were not examined microscopically. /Mercaptobenzothiazole/

Probable Routes of Human Exposure · 1 件

Consumers are expected to be exposed to sodium mercaptobenzothiazole through its use as: a corrosion inhibitor in automobile antifreeze solution, a thermal stabilizer in silicon fluids, a preservative in latex paint and on wood, and a component of agricultural pesticides.

Toxicity DataLC50 (rat) > 8,200 mg/m3/6h

安全データ

tsca
TSCA listed
rtecs
DL6725000
ridadr
1760
hs_code
2934208090
risk_code
34-22
化審法
(5)-243
hazard_code
Xn
safety_code
26-36/37/39
hazard_class
8
packing_group
III
有毒物質データの
2492-26-4(Hazardous Substances Data)

用途と製造

Uses · 6 件

Used to make rubber accelerators, and as a fungicide, a preservative for latex paint and wood, a metal chelator, and a thermal stabilizer (methyl methacrylate copolymers, acrylonitrile polymers, polyester fibers, anion exchange resins, polyoxyphenylene, and silicon fluids); Also used in electroplating (silver, nickel, and cobalt), to separate sulfide ore from copper ore, for dyeing textiles, in transmission fluids, and to prevent discoloration of freeze dried bananas; Uses of 50% aqueous solution include as a corrosion inhibitor for nonferrous metals in antifreeze and coolants and in paper mill systems; [HSDB] Used as a biocide in metalworking fluids and paper manufacturing; [Reference #1]

Electroplating [Category: Plate]

CORROSION INHIBITOR FOR NONFERROUS METALS; ANTIFREEZE, PAPER MILL SYSTEMS /50% AQUEOUS SOLN/

FUNGICIDE

THE SODIUM SALT /OF MERCAPTOBENZOTHIAZOLE/ (EG, NACAP, 50% SOLN) IS A CORROSION INHIBITOR IN ANTIFREEZE, COOLANTS AND OTHER AQUEOUS SYSTEMS WHERE CORROSION IS A PROBLEM, PARTICULARLY WITH COPPER AND BRASS.

The predominant use of sodium mercaptobenzothiazole is as an intermediate in the manufacture of natural and synthetic rubber vulcanization accelerators.

U.S. Production · 2 件

2023: 5,000,000 - <10,000,000 lb

1982- Estimated to be 40 million lb

Consumption Patterns32 million lb in the manufacture of rubber vulcanization accelerator, 4 million lb as corrosion inhibitors in aqueous cooling systems, and 4 million lb for the use of mercaptobenzothiazole.
Consumer UsesProcessing aids not otherwise specified
Industry UsesIntermediate
Formulations/Preparations · 4 件

...COMBINATION OF THE SODIUM SALTS OF MERCAPTOBENZOTHIAZOLE AND DIMETHYLDITHIOCARBAMIC ACID (EG, VANCIDE 51)...ARE MARKETED AS COMMERCIAL FUNGICIDES AND BACTERICIDES.

NUODEX 84 CONTAINS THE SODIUM SALT /OF MERCAPTOBENZOTHIAZOLE/ FOR USE IN WATER-BASE ADHESIVES, PAPER SIZINGS, ETC.

NACAP contains 50% sodium mercaptobenzothiazole.

50% aqueous solution grade.

Household ProductsInformation on 2 consumer products that contain Sodium 2-mercaptobenzothiazole in the following categories is provided:
General Manufacturing Information · 5 件

Rubber Product Manufacturing

2(3H)-Benzothiazolethione, sodium salt (1:1): ACTIVE

Monsanto states that its 1982 production volume within the U.S. /was/ 40 million lb.

Uniroyal produces between 5 and 25 million lb per yr on a dry weight basis.

BF Goodrich manufactured sodium mercaptobenzothiazole in the range of 1 to 10 million lb in 1982.

応用分野 · 3 件

使用copper corrosion inhibitor; plasticizer and photometer for acid copper plating.

使用sodium mercaptobenzothiazole solution, also known as sodium mbt50%, or simply mbt50, is a clear, amber 50% aqueous solution of sodium 2-mercaptobenzothiazole represented by the formula: (nac7h4ns2). mbt50 is used as a corrosion inhibitor and water treatment agent; biological activity indicates possible use as a bactericide or fungicide. it is also used as a chemical intermediate.

一般的な説明Sodium 2-mercaptobenzothiazol solution appears as an amber liquid with an odor of old rubber. A 50% aqueous solution. Denser than water. (USCG, 1999)

上流・下流製品情報

下流製品

2-[(ビスシクロヘキシルアミノ)チオ]ベンゾチアゾール2-メルカプトベンゾチアゾール2-((Difluoromethyl)sulfonyl)benzo[d]thiazole, 98%Acetonitrile, (2-benzothiazolylthio)- (8CI,9CI)2-[(5-ニトロ-2-ピリジニル)チオ]ベンゾチアゾール2-[(2,4-ジニトロフェニル)チオ]ベンゾチアゾール