홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /화합물

벤조티아졸

Benzothiazole

HCID 7222
새 노트새 반응견적 요청하기
인쇄 미리보기

데이터를 보충하는 중입니다. 잠시 후 페이지를 새로 고치면 최신 내용을 볼 수 있습니다

기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
95-16-9
표준 SMILES
c1ccc2scnc2c1
InChIKey
IOJUPLGTWVMSFF-UHFFFAOYSA-N
분자식
C7H5NS
평균 분자량
135.19 g/mol
단동위원소 질량
135.01427034

개요

Benzothiazole is an organic heterobicyclic compound that is a fusion product between benzene and thiazole. The parent of the class of benzothiazoles. It has a role as a xenobiotic, a plant metabolite and an environmental contaminant.

이름 및 식별자

우선 이름
Benzothiazole
IUPAC
1,3-benzothiazole
현지명
벤조티아졸
영어명
Benzothiazole
분자식
C7H5NS
분자량
135.19

이름 및 동의어

BENZOTHIAZOLE95-16-91,3-BenzothiazoleBenzosulfonazole1-Thia-3-azaindeneVangard BTUSAF EK-4812FEMA Number 3256FEMA No. 3256DTXSID7024586O-2857CHEBI:45993
이름 더 보기
벤조싸이아졸벤조티아졸FEMA 32565-Benzothiazole boronic acid pinacol esterNSC 8040
G5BW2593EPNSC-8040DTXCID204586RefChem:118563202-396-2BENZO[D]THIAZOLEbenzothiazolbenzthiazole

데이터베이스 식별자

CAS
95-16-9
PubChem CID
7222
DTXSID
DTXSID7024586
ChEMBL
CHEMBL510309
ChEBI
CHEBI:45993
UNII
G5BW2593EP
EC Number
202-396-2
Nikkaji
J40.177C

물성

구조 계산 물성보충 중

XLogP
2
극성 표면적
41.1 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
2
회전 가능 결합 수
0
무거운 원자 수
9
형식 전하
0
복잡도
105

실험 및 물리화학적 성질

Chemical ClassesNitrogen Compounds -> Thiazoles
PolymersRubber
SpringerMaterials PropertiesBoiling point
FragrancesFragrance Ingredient (Benzothiazole) -> IFRA transparency List
LogP · 2건

2.01

2.03

Odor · 2건

ODOR SIMILAR TO THAT OF QUINOLINE

Unpleasant odor

Food AdditivesFLAVOR ENHANCER, FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density · 3건

1.246 AT 20 °C/4 °C

1.236-1.240

1.238 @25 °C

Flavoring AgentsEU Flavoring substances
Color/FormYellow liquid
Solubility · 5건

SLIGHTLY SOL IN WATER; SOL IN ALC, CARBON DISULFIDE

Very soluble in ether, soluble in acetone, slightly soluble in water.

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 6건

Danger

H301+H311 (10.2%): Toxic if swallowed or in contact with skin [Danger Acute toxicity, oral; acute toxicity, dermal]

P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P317, P321, P330, P337+P317, P361+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1775 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

H402: Harmful to aquatic life [Hazardous to the aquatic environment, acute hazard]

P273, and P501 (click each P-code to see the statement)

유해성 정보

Regulatory Information · 5건

Chemical: Benzothiazole

Regulation (EC) No 1831/2003 (amended)

Benzothiazole is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzothiazole 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)

REACH registered substance: Benzothiazole (EC: 202-396-2)

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

Hazards Summary · 1건

Not irritating to skin, but irritating to eyes of rabbits; Lethal-dose gavage study of cats produced mild methemoglobinemia and Heinz bodies in up to 100% of erythrocytes; [IUCLID] Safe when used as a flavoring agent in food; [JECFA] A mild skin and eye irritant; Causes pulmonary emboli and other changes to liver in dermal lethal-dose study of rabbits and oral lethal-dose study of rats; [RTECS] A mild skin and strong eye irritant; [Alfa Aesar MSDS]

Special Reports · 5건

Drzyga O et al; Appl Environ Microbiol 62 (5): 1710-16 (1996). Cometabolic transformation and cleavage of nitrodiphenylamines by three newly isolated sulfate reducing bacterial strains.

화학 및 산업

약리 정보

Cellular LocationsCytoplasm

용도 및 제조

Uses · 5건

Used as a flavor, antimicrobial agent, and component of cyanine dyes; Derivatives used as rubber accelerators; [HSDB] Used in organic synthesis; [Merck Index]

FLAVORING SUBSTANCE OR ADJUVANT

RUBBER ACCELERATOR /THIAZOLES/

ANTIMICROBIAL AGENT

Component of cyanine dyes

U.S. Exports(1986) No Data
U.S. Imports(1986) No Data
U.S. Production · 2건

2023: 250,000 - <550,000 lb

(1986) No Data

Consumer UsesProcessing aids not otherwise specified
Industry UsesProcessing aids not otherwise specified
Methods of Manufacturing · 2건

PREPD FROM N,N-DIMETHYLANILINE & SULFUR: KNOWLES, WATT, J ORG CHEM 7, 56 (1942).

BY REFLUXING MIXT OF ZINC O-AMINOPHENYLSULFIDE & FORMIC ACID, FOLLOWED BY STEAM DISTILLATION OF ALKALIZED REACTION MIXT...BY HEATING FORMANILID OR DIMETHYLANILINE WITH SULFUR...BY OXIDATION OF 2-MERCAPTOBENZOTHIAZOLE OR OF CORRESPONDING DISULFIDE...

Use Classification · 3건

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

General Manufacturing Information · 6건

Rubber Product Manufacturing

Benzothiazole: ACTIVE

REPORTED USES: NON-ALCOHOLIC BEVERAGES, CANDY, BAKED GOODS, MEAT, MEAT SAUCES, SOUPS, MILK, DAIRY PRODUCTS ALL 0.5 PPM. /FROM TABLE/

관련 반응

146건
반응 기록 만들기
HRID 33756 반응식
HRID 33756생성물로uspto-grants-2008_09
HRID 66595 반응식
HRID 66595반응물로uspto-grants-1982_08
HRID 110697 반응식
HRID 110697생성물로Training data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 126964 반응식
HRID 126964반응물로uspto-grants-1981_03
HRID 138707 반응식
HRID 138707반응물로Training data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 139946 반응식
HRID 139946반응물로Training data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 169896 반응식
HRID 169896생성물로Training data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 178957 반응식
HRID 178957반응물로Training data from https://doi.org/10.1039/C8SC04228D (6/10)
1 / 19 페이지

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
더보기
새 노트새 반응견적 요청하기

4.3 mg/mL at 25 °C

Very slightly soluble in water; Soluble in acetone, carbon disulfide

Miscible at room temperature (in ethanol)

Boiling Point · 4건

227-228 °C AT 765 MM HG

231.00 to 233.00 °C. @ 760.00 mm Hg

231 °C

231 °C @760 [mm Hg]

물리화학적 성질

녹는점
2 °C · 2 °C (lit.)
끓는 점
231 °C · 231 °C (lit.)
밀도
1.238 g/mL · 1.238 g/mL at 25 °C (lit.)
증기 밀도
4.66 · 4.66 (vs air)
증기압
34 mm · 34 mm Hg ( 131 °C)
굴절률
20 · n20/D 1.642(lit.)
FEMA
3256 · 3256 | BENZOTHIAZOLE
인화점
230 °F · >230 °F
저장 조건
Keep in dark place,Inert atmosphere,Room temperature
용해도
3 g/L · 3g/L
산도 계수 (pKa)
0.85 · 0.85±0.10(Predicted)
물리적 상태
액체
색상
투명한 황갈색~갈색
냄새
퀴놀린 냄새, 약간의 물-졸 냄새
냄새 유형
유황의
생물학적 소스
synthetic
폭발한계
0.9 · 0.9-8.2%(V)
수용성
약간 용해됨
JECFA Number
1040 · 1040
Merck
14 · 14,1107
BRN
109468 · 109468
Henry's Law Constant
2.7 · 2.7×101 mol/(m3Pa) at 25℃, HSDB (2015)
안정성
안정적 - 환경에 대한 지속성이 매우 높은 것으로 간주됩니다. 강한 산화제와 호환되지 않습니다. 연소 생성물: 질소 산화물, 일산화탄소, 이산화탄소, 황산화물.
화장품 원료 기능
향수
InChI
1S/C7H5NS/c1-2-4-7-6(3-1)8-5-9-7/h1-5H
InChIKey
IOJUPLGTWVMSFF-UHFFFAOYSA-N
SMILES
c1ccc2scnc2c1
LogP
2.01 · 2.01
NIST
Benzothiazole(95-16-9)
EPA
Benzothiazole (95-16-9)

화학적 성질

Benzothiazole has a delicate, persistent, rose-like odor similar to that of quinoline.

Paxeus N; Water Res 30 (5): 1115-22 (1996). Organic pollutants in the effluents of large wastewater treatment plants in Sweden.

Puig A et al; J Chromatog 733 (1-2): 511-22 (1996). Wastewater from the manufacture of rubber vulcanization accelerators: Characterization, downstream monitoring and chemical treatment.

Scott BF et al; Water Qual Res J Canada 31 (2): 341-60 (1996). Determination of benzothiazole and alkylphosphates in water samples from the Great Lakes drainage basin.

For more Special Reports (Complete) data for BENZOTHIAZOLE (10 total), please visit the HSDB record page.

Hazard Classes and Categories · 3건

Acute Tox. 3 (88.2%)

Acute toxicity (Oral) - Category 4

Hazardous to the aquatic environment (Acute) - Category 3

Hazardous Reactivities and Incompatibilities · 2건

REACT WITH WATER, STEAM OR ACIDS TO PRODUCE TOXIC & FLAMMABLE VAPORS OF HYDROGEN SULFIDE. /SULFIDES/

ON CONTACT WITH ACID, ACID FUMES, WATER OR STEAM, THEY WILL PRODUCE TOXIC & FLAMMABLE VAPORS. /CYANIDES/

안전 및 보호

Disposal Methods · 1건

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.

Protective Action Criteria (PAC) · 3건

1.1 [mg/m3]

13 [mg/m3]

75 [mg/m3]

독성 정보

Toxicological InformationRanking: 562 (total points: 173.21)
Environmental Fate · 3건

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 295(SRC), determined from an experimental log Kow(2,SRC) and a recommended regression-derived equation(3), indicates that benzothiazole will have moderate mobility in soil(SRC). Volatilization of benzothiazole will not be important from moist soil surfaces(SRC) given an estimated Henry's Law constant of 3.7X10-7 atm-cu m/mole(SRC), using a fragment constant estimation method(4). Biodegradation of benzothiazole occurs rapidly under aerobic conditions. Employing a standard BOD dilution technique and an activated sludge inoculum, a theoretical BOD of 100% was observed for a 0.0125 mM sample of benzothiazole over an unspecified time period(5). Unspecified concentrations of benzothiazole were degraded by both mixed cultures and activated sludge mediums(6).

AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 295(SRC), determined from an experimental log Kow(2,SRC) and a recommended regression-derived equation(1), indicates that benzothiazole may adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces should be slow based upon an estimated Henry's law constant of 3.7X10-7 atm-cu m/mol (SRC), developed using a fragment constant estimation method(3). Estimated half-lives for a model river and model lake are 114 and 832 days, respectively(1,SRC). According to a classification scheme(4), an estimated BCF value of 20(1,SRC), from an experimental log Kow(2), suggests that bioconcentration in aquatic organisms is low(SRC). The biodegradation of benzothiazole occurs rapidly under aerobic conditions. Complete biodegradation of 72X10-6 mols/l of benzothiazole incorporated into an activated sludge medium obtained from a municipal wastewater treatment facility was observed after a period of 16 days(5).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), benzothiazole, which has an estimated vapor pressure of 0.014 mm Hg at 25 °C(2,SRC), will exist solely as a vapor in the ambient atmosphere. Benzothiazole 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 about 18 hours(3,SRC).

Food Survey Values · 1건

Quantities of benzothiazole were found in salt fermented anchovies and hair tail viscera shrimp at concentrations of 124 ng/g and 247 ng/g respectively(1). Unspecified amounts of benzothiazole were detected in samples of cassava roots from the Dominican Republic(2), nectarines from California(3), apples from Kogyoku, Japan(4) and volatiles of roasted filbert nuts(5).

Adverse EffectsMethemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect
Plant ConcentrationsUnspecified amounts of benzothiazole were detected in samples of cassava roots originating from the Dominican Republic(1) and plant materials in Fulton county, Illinois(2).
Animal ConcentrationsUnspecified amounts of benzothiazole were identified in the shells of gastropod molluscs in Australia(1,2).
Effluent Concentrations · 2건

ONE OF 2 TIRE PLANTS STUDIED FOR TRACE ORGANIC COMPDS IN WASTE WATERS RECYCLES ANTI-TACK SOLN & EMITS MOSTLY BENZOTHIAZOLE & 2-MERCAPTOBENZOTHIAZOLE.

Benzothiazole was detected in effluents of German incinerator plants at concentrations of about 3.1X10-7 g/cu m (1). Unspecified concentrations of benzothiazole were detected in pyrolytic oil waste streams in Winchester, Virginia following a fire at a tire storage facility(2). Unspecified concentrations of benzothiazole were detected in effluents from rubber vulcanization manufacturing facilities(3,4). Concentrations of 2 ppb were detected in wastewater streams in the vicinity of a specialty chemical manufacturing plant whose location was not specified(5). Benzothiazole was detected in tire manufacturing plant wastewater streams at unspecified locations at concentrations of 20-60 ppb(6).

Soil Adsorption/Mobility · 1건

The Koc of benzothiazole is estimated as approximately 295(SRC), using an experimental log Kow of 2.01(1,SRC) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that benzothiazole has moderate mobility in soil(SRC).

Fish/Seafood ConcentrationsUnspecified amounts of benzothiazole were detected in clams from Japan(1).
Artificial Pollution Sources · 1건

Benzothiazole's production and use as a synthetic reagent in organic chemistry(1) may result in its release to the environment through various waste streams(SRC). The degradation of fungicides containing 2-(thiocyanomethylthio)benzothiazole and the rubber vulcanization agent, 2-mercaptobenzothiazole results in the formation of benzothiazole(2).

Environmental Biodegradation · 1건

Complete biodegradation of 72X10-6 mols/l of benzothiazole incorporated into an activated sludge medium obtained from a municipal wastewater treatment facility was observed after 16 days (1). Employing a standard BOD dilution technique and an activated sludge inoculum, a theoretical BOD of 100% was observed for a 0.0125 mM sample of benzothiazole over an unspecified time period, while a 0.125 mM sample produced a theoretical BOD of 10%(2). An activated sludge innoculum biodegraded benzothiozaole over a 6 month incubation period(3). This data would suggest that low levels of benzothiazole are totally biodegraded, while high concentrations are expected to be toxic to microbes(SRC).

Environmental Bioconcentration · 1건

An estimated BCF value of 20 was calculated for benzothiazole(SRC), using an experimental log Kow of 2.01(1) and a recommended regression-derived equation(2). According to a classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms is low(SRC).

안전 데이터

wgk
2
tsca
TSCA listed
rtecs
DL0875000
ridadr
2810
독성
LD50 i.v. in mice: 95±3 mg/kg (Domino)
HS 번호
29342080
risk_code
22-20/21/22-36-25-24-20
hazard_code
Xn,T,Xi
safety_code
23-26-36-36/37-45
포장분류
III
위험 등급
6.1
기존화학 물질
KE-02722
Hazard Classifications
Acute Tox. 3 DermalAcute Tox. 3 OralAcute Tox. 4 InhalationEye Irrit. 2
스토리지 클래스
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
유해 물질 데이터
95-16-9(Hazardous Substances Data)

BENZOTHIAZOLE IS USED TO PREVENT MICROBIAL GROWTH IN SHOES & ATHLETES FOOT DEVELOPMENT. POROUS INSOLES ARE IMPREGNATED WITH SOLN CONTAINING BENZOTHIAZOLE.

...IN...COCOA, SHALLOW-FRIED BEEF, SOYBEAN MILK, STORED CASEIN, HEATED MILK, STALE NON-FAT DRY MILK, & STERILIZED CONCENTRATED MILK...ONLY THIAZOLE DERIV REPORTED WAS BENZOTHIAZOLE.

...BENZOTHIAZOLE /WAS REPORTED/ TO BE PRESENT IN BEER.

응용 분야 · 4건

개요Benzothiazole and its derivative are recognized as the most important heterocyclic compounds. This series of compounds is of particular interests. It has various kinds of pharmacological properties and has been included in many kinds of natural products and pharmaceutical agents. The broad spectrum of pharmacological activity in individual benzothiazole derivative enables it to serve as unique and valuable scaffolds for experimental drug design. It is already known that benzothiazole and its derivative has various biological applications including anticancer, antimicrobial, anticonvulsant, antiviral, antidiabetic, antipsychotic, antiinflammatory, analgesic, fungicidal and diuretic. Its derivatives also have many applications in polymer chemistry, dyes, drugs, and silver photography as well as rubber industry.

출처Reported found in apricot, cooked asparagus, mozzarella cheese, skim milk powder, roasted beef, beer, malt whiskey, coconut meat, fresh mango, cooked broccoli and kelp.

용도Various benzothiazole-benzamides synthesized were evaluated for their analgesic and antidepressant activities.

일반 설명Benzothiazole, a volatile sulfur-containing heterocyclic compound, is one of the key odorants of heated milk. It is also reported to occur as a flavor component of miso, coconut meat and cooked-beef.

제조 방법 · 1건

By refluxing a mixture of zinc o-aminophenylsulfide and formic acid, followed by steam distillation of the alkalized reaction mixture; by heating formanilid or dimethylaniline with sulfur; by oxidation of 2-mercaptobenzothiazole or of the corresponding disulfide.

상·하류 제품 정보

상류 원료

황화아연N-메틸아닐린2-메르캅토벤조티아졸질산암모늄이황화몰리브덴N,N-디메틸아닐린2-(메틸설포닐)벤조티아졸,97Sodium methanesulfinate

하류 제품

Pramipexole6-아미노벤조티아졸Direct Fast Yellow RR직접노랑27Basic Yellow 242-(Phenylthio)aniline벤조티아졸-2-카복실산벤조티아졸린2-요오도벤조티아졸2-(2-히드록시페닐)벤조니트릴2-아미노-6-나이트로벤조싸이아졸2-메틸메르캅토벤조티아졸

추가 설명

정의ChEBI: An organic heterobicyclic compound that is a fusion product between benzene and thiazole. The parent of the class of benzothiazoles.