1,3-benzothiazole

• ChemBase编号: 108744
• 分子式: C7H5NS
• 平均质量: 135.1863
• 单一同位素质量: 135.01427017
• SMILES: s1cnc2ccccc12
• Canonical SMILES: c1ccc2c(c1)scn2
• InChI: InChI=1S/C7H5NS/c1-2-4-7-6(3-1)8-5-9-7/h1-5H
• InChIKey: IOJUPLGTWVMSFF-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1,3-benzothiazole
• IUPAC传统名: benzothiazole
• 别名: 苯并噻唑; BENZOTHIAZOLE; Benzothiazole; 1-Thia-3-azaindene; Benzo[d]thiazole; Benzosulfonazole; NSC 8040; Vangard BT; Benzo[d]thiazole

登记号

• CAS号: 95-16-9
• EC号: 202-396-2
• MDL号: MFCD00005775
• Beilstein号: 109468
• 默克索引号: 141107
• PubChem SID: 24901589; 24846538; 162094420; 24847809
• PubChem CID: 7222
• CHEBI ID: 45993
• CHEMBL: 510309
• Chemspider ID: 6952
• FEMA编号: 3256
• 美国药典/FDA物质标识码: G5BW2593EP
• 维基百科标题: Benzothiazole
• 欧洲委员会编号: 11594
• Flavis Number: 15.016

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 2.1133084
• LogD (pH = 7.4): 2.1134696
• Log P: 2.1134717
• 摩尔折射率: 37.1287 cm^3
• 极化性: 15.639701 Å^3
• 极化表面积: 12.89 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; DMSO; Slightly soluble in water. Soluble in alcohol, carbon disulfide
• 外观: Clear Colourless Oil
• 熔点: 2 °C(lit.); 2°C; 2°C
• 沸点: 227 - 228°C; 230°C; 231 °C(lit.)
• 闪点: 107°C(224°F); 113 °C; 235.4 °F
• 密度: 1.238 g/mL; 1.238 g/mL at 25 °C(lit.); 1.241; 1.246 g/ml
• 折射率: 1.6420; n20/D 1.642(lit.); n20/D 1.643
• 蒸汽压: 34 mmHg ( 131 °C)
• 蒸汽密度: 4.66 (vs air)

安全信息

• 保存条件: Refrigerator
• RTECS编号: DL0875000
• 欧盟危险性物质标志: X; 有害性(Harmful) (Xn)
• 联合国危险货物编号: UN2810
• 德国WGK号: 2
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): III
• 危险公开号: 20/21/22-36; 22; R:22-27
• 安全公开号: 23-26-36; 26-36/37; S:36/37/39
• TSCA收录: 是
• GHS危险品标识: GHS06; GHS07
• GHS警示词: Warning
• GHS危险声明: H301-H311-H332-H319; H302
• GHS警示性声明: P280H-P305+P351+P338-P309-P310
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

产品相关信息

• 纯度: ≥90% (GC); ≥96%; 95+%; 96%; 97%
• 级别: NI; technical
• 杂质: ≤0.1% aniline
• Empirical Formula (Hill Notation): C7H5NS

详细说明

MP Biomedicals - 05208576

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 101338

包装
5, 100, 500 g in glass bottle
Application
备受关注的羰基等价物。与醛类或酮类反应可生成 α-羟基羰基化合物。1

Sigma Aldrich - W325600

包装
1 kg in glass bottle
1 sample in glass bottle
10, 25 kg in comp drum

Toronto Research Chemicals - B206640

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

参考文献

• Porsolt, R., et al.: Nature, 266, 730 (1977)
• Foster, J., et al.: Bioorg. Med. Chem., 7, 2415 (1977)
• Caliendo, G., et al.: Eur. J. Med. Chem., 36, 517 (1977)
• Rana, A., et al.: Eur. J. Med. Chem., 43, 1114 (1977)
• n-BuLi gives the 2-lithio-derivative, stable below -50^o, which behaves as a formyl anion equivalent, reacting with aldehydes and ketones. The derived alcohols have been transformed into various useful products, e.g. ɑ-hydroxy ketones: Tetrahedron Lett., 5, 9, 13, (1978); Bull. Chem. Soc. Jpn., 61, 3637 (1988):
  
• The lithio-derivative can also be acylated with esters, lactones, amides or nitriles. In these applications, benzothiazole is claimed to be superior to the better known 1,3-dithiane as a formyl anion synthon.
• See also 2-(Trimethylsilyl)benzothiazole, L11625, and 2-(Trimethylsilyl)thiazole, B21903.
• Reaction of the lithio-derivative at low temperatures with PCl₃ gives, as the major product, 2,2'-bibenzothiazole instead of the expected tertiary phosphine: Heterocycles, 30, 347 (1990). POCl₃ or SOCl₂ also promote the symmetrical coupling reaction: Heteroatom. Chem., 5, 409 (1994).