CAS 120-72-9|Indole|indole|@indole|1H-indole|1H-Indole|indole|2,3-Benzopyrrole|2,3-Benzopyrrole, ketole|1-benzazole|1H-Benzo[b]pyrrole|Indole|2,3-苯并吡咯|吲哚|NSC 1964|Ketole|Benzo[b]pyrrole|1H-Ind...

基本信息

化学结构

分子式

C₈H₇N

分子量

117.14788

精确质量

117.05784923

电荷

InChI

InChI=1S/C8H7N/c1-2-4-8-7(3-1)5-6-9-8/h1-6,9H

InChIKey

SIKJAQJRHWYJAI-UHFFFAOYSA-N

Canonic Smiles

c1ccc2c(c1)[nH]cc2

Isomeric Smiles

c1ccc2[nH]ccc2c1

计算属性

JChem

质子受体

质子供体

LogD (pH = 5.5)

2.072008

LogD (pH = 7.4)

2.072008

Log P

2.072008

摩尔折射率

37.1445

极化性

15.66808

极化表面积

15.79

可自由旋转的化学键

里宾斯基五规则

true

Acid pKa

16.437037

ALOGPS 2.1

Log P

2.29

LOG S

-1.34

溶解度

5.31e+00 g/l

数据来源

名称和标识

IUPAC标准名

indole 1H-indole

别名

Indole1H-Indole2,3-Benzopyrrole1-benzazole2,3-Benzopyrrole, ketole1H-Benzo[b]pyrroleIndole2,3-苯并吡咯吲哚NSC 19641H-Indole, 1-AzaindeneKetoleBenzo[b]pyrrole

IUPAC传统名

@indole indole

名称和标识

数据登录号

默克索引号

MDL号

Beilstein号

EC号

CAS号

PubChem SID

248563092487476724896037249011732486793046508707160967536

FEMA编号

欧洲委员会编号

Flavis Number

Chemspider ID

PubChem CID

CHEBI ID

维基百科标题

CHEMBL

美国药典/FDA物质标识码

KEGG ID

数据登录号

化合物性质

药理学性质

no known allergens

化合物性质

分子相关蛋白质

暂无数据

点击上传数据

分子图谱

暂无数据

点击上传数据

描述信息

Crystalline

Indole

DB04532

Drug information: experimental

Sigma Aldrich

269077

包装
100 g in glass bottle

I3408

包装
25, 100, 500 g in glass bottle

W259306

Biochem/physiol Actions
0.3-2ppm 时的味道
Other Notes
天然存在：白肋烟草、黄油、咖啡、鲣鱼干、蛋，鱼、麦芽、朗姆酒、茶叶和葡萄酒。
包装
1 kg in glass bottle
1 sample in glass bottle
10, 25 kg in poly drum
100 g in glass bottle

TRC

I577320

Can be used in perfumes and in the synthesis of tryptophan.

描述信息

参考文献

PubChem文献

数据源提供

• Treatment of the carbamate with Tri-n-butyltin chloride, A10746, followed by Stille coupling enables synthesis of 2-aryl- and 2-vinylindoles: J. Org. Chem., 60, 6218 (1995).

• Treatment with EtMgI followed by ZnCl₂ leads to an N-zinc derivative. This undergoes acylation at the 3-position: Tetrahedron, 46, 6061 (1990).

• Regioselective synthesis of 3-substituted indoles has been described using a sequence of N-silylation, 3-bromination of the 1-TBDMS detivative with NBS, 3-lithiation, treatment with an electrophile to introduce the 3-substituent, and desilylation with TBAF. Good overall yields are obtained for a range of electrophiles: J. Org. Chem., 59, 10 (1994); Org. Synth. Coll., 9, 417 (1998).

• Lithiation of N-protected indoles usually occurs at the 2-position, e.g. benzenesulfonation of the 1-lithio derivative, 2-lithiation with LDA and treatment with pyridine-3,4-dicarboxylic anhydride. This sequence has been reported in a synthetic route to ellipticene and olivacine: J. Org. Chem., 57, 5891 (1992).

• Halogenation in the 2-position has been effected via the Li 1-carbamate and subsequent 2-lithiation: J. Org. Chem., 57, 2495 (1992):

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

IUPAC标准名

indole 1H-indole

别名

Indole1H-Indole2,3-Benzopyrrole1-benzazole2,3-Benzopyrrole, ketole1H-Benzo[b]pyrroleIndole2,3-苯并吡咯吲哚NSC 19641H-Indole, 1-AzaindeneKetoleBenzo[b]pyrrole

IUPAC传统名

@indole indole

数据登录号

默克索引号

MDL号

Beilstein号

EC号

CAS号

PubChem SID

248563092487476724896037249011732486793046508707160967536

FEMA编号

欧洲委员会编号

Flavis Number

Chemspider ID

PubChem CID

CHEBI ID

维基百科标题

CHEMBL

美国药典/FDA物质标识码

KEGG ID

描述信息

Crystalline

Indole

DB04532

Drug information: experimental

Sigma Aldrich

269077

包装
100 g in glass bottle

I3408

包装
25, 100, 500 g in glass bottle

W259306

TRC

I577320

Can be used in perfumes and in the synthesis of tryptophan.

参考文献

PubChem文献

数据源提供

• Treatment of the carbamate with Tri-n-butyltin chloride, A10746, followed by Stille coupling enables synthesis of 2-aryl- and 2-vinylindoles: J. Org. Chem., 60, 6218 (1995).

• Treatment with EtMgI followed by ZnCl₂ leads to an N-zinc derivative. This undergoes acylation at the 3-position: Tetrahedron, 46, 6061 (1990).

• Halogenation in the 2-position has been effected via the Li 1-carbamate and subsequent 2-lithiation: J. Org. Chem., 57, 2495 (1992):

生物活性

PubChem BioAssay

化合物性质

药理学性质

no known allergens

化合物信息

ID:4103