| Identification | More | [Name]
Benzothiazole | [CAS]
95-16-9 | [Synonyms]
1,3-BENZOTHIAZOLE
BENZOTHIAZOLE
FEMA 3256
FEMA NUMBER 3256
LABOTEST-BB LT01409601
1-Thia-3-azaindene
Benzosulfonazole
Benzothiazol
Benzthiazole
o-2857
USAF ek-4812
usafek-4812
Vangard BT
vangardbt
Benzothiazote
BENZOTHIAZOLE 96+%
Benzothiazole (6CI,8CI,9CI)
Benzothiazole,97%
5-Benzothiazole boronic acid pinacol ester
Benzothiazole ,99% | [EINECS(EC#)]
202-396-2 | [Molecular Formula]
C7H5NS | [MDL Number]
MFCD00005775 | [Molecular Weight]
135.19 | [MOL File]
95-16-9.mol |
| Chemical Properties | Back Directory | [Appearance]
yellow liquid with an unpleasant odour | [Melting point ]
2 °C (lit.) | [Boiling point ]
231 °C (lit.) | [density ]
1.238 g/mL at 25 °C(lit.)
| [vapor density ]
4.66 (vs air)
| [vapor pressure ]
34 mm Hg ( 131 °C)
| [FEMA ]
3256 | [refractive index ]
n20/D 1.642(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
3g/l | [form ]
Liquid | [pka]
0.85±0.10(Predicted) | [color ]
Clear yellow-brown to brown | [Odor]
odor of quinoline, sltly water-sol | [Stability:]
Stable-regarded as highly persistent in the environment. Incompatible with strong oxidizing agents. Combustion products: nitrogen oxides, carbon monoxide, carbon dioxide, sulphur oxides. | [explosive limit]
0.9-8.2%(V) | [Odor Type]
sulfurous | [Water Solubility ]
slightly soluble | [Detection Methods]
GC | [JECFA Number]
1040 | [Merck ]
14,1107 | [BRN ]
109468 | [InChIKey]
IOJUPLGTWVMSFF-UHFFFAOYSA-N | [LogP]
2.01 | [CAS DataBase Reference]
95-16-9(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzothiazole(95-16-9) | [EPA Substance Registry System]
95-16-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S36/37:Wear suitable protective clothing and gloves . | [RIDADR ]
2810 | [WGK Germany ]
2
| [RTECS ]
DL0875000
| [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29342080 | [Hazardous Substances Data]
95-16-9(Hazardous Substances Data) | [Toxicity]
LD50 i.v. in mice: 95±3 mg/kg (Domino) |
| Hazard Information | Back Directory | [Hazard]
Highly toxic by ingestion. | [Chemical Properties]
Benzothiazole has a delicate, persistent, rose-like odor similar to that of quinoline. | [Chemical Properties]
yellow liquid with an unpleasant odour | [Occurrence]
Reported found in apricot, cooked asparagus, mozzarella cheese, skim milk powder, roasted beef, beer, malt
whiskey, coconut meat, fresh mango, cooked broccoli and kelp. | [Uses]
In organic synthesis. | [Uses]
It is an interesting carbonyl equivalent and reacts with aldehydes or ketones to generate α-hydroxy carbonyl compounds. Benzothiazole is used as a chemical intermediate in organic synthesis. It is a precursor of rubber accelerators and a component of cyanine dyes. It is also used as a flavoring substance. It is also used as a flavor, antimicrobial agent, and component of cyanine dyes. Its derivatives are used as rubber accelerators. | [Uses]
Various benzothiazole-benzamides synthesized were evaluated for their analgesic and antidepressant activities. | [Definition]
ChEBI: An organic heterobicyclic compound that is a fusion product between benzene and thiazole. The parent of the class of benzothiazoles. | [Preparation]
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. | [Aroma threshold values]
Detection: 80 to 450 ppb | [Taste threshold values]
Taste characteristics at 3 ppm: meaty, vegetative, brown, cooked, beefy and coffee-like. | [Synthesis Reference(s)]
Journal of the American Chemical Society, 77, p. 6559, 1955 DOI: 10.1021/ja01629a041 | [General Description]
Benzothiazole, 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. | [Safety Profile]
Poison by ingestion,intraperitoneal, intravenous, and possibly other routes.When heated to decomposition it emits very toxic fumesof SOx, CN??, and NOx. | [storage]
Store at -20°C |
| Questions and Answers (Q&A) | Back Directory | [Description]
Benzothiazole 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.
| [References]
Gupta, Akhilesh, and S. Rawat. "Synthesis and cyclization of benzothiazole." J. of Current Pharmaceutical Research 3.1 (2010): 13-25.
Keri, Rangappa S., et al. "A comprehensive review in current developments of benzothiazole-based molecules in medicinal chemistry." European journal of medicinal chemistry 89 (2015): 207-251.
Khokra, Sukhbir L., et al. "Common methods to synthesize benzothiazole derivatives and their medicinal significance: a review." International Journal of Pharmaceutical Sciences and Research 2.6 (2011): 1356.
|
|
|