CAS 17692-51-2|benzyl N-{[(2R,4S,7R)-6,11-dimethyl-6,11-diazatetracyclo[7.6.1.02,7.012,16]hexadeca-1(16),9,12,14-tetraen-4-yl]methyl...

基本信息

化学结构

分子式

C₂₅H₂₉N₃O₂

分子量

403.51666

精确质量

403.22597718

电荷

InChI

InChI=1S/C25H29N3O2/c1-27-14-18(13-26-25(29)30-16-17-7-4-3-5-8-17)11-21-20-9-6-10-22-24(20)19(12-23(21)27)15-28(22)2/h3-10,15,18,21,23H,11-14,16H2,1-2H3,(H,26,29)/t18-,21+,23+/m0/s1

InChIKey

WZHJKEUHNJHDLS-QTGUNEKASA-N

Canonic Smiles

O=C(OCc1ccccc1)NC[C@H]1CN(C)[C@H]2[C@H](C1)c1cccc3c1c(C2)cn3C

Isomeric Smiles

O=C(OCc1ccccc1)NC[C@@H]1C[C@@H]2c3cccc4c3c(cn4C)C[C@H]2N(C1)C

计算属性

JChem

LogD (pH = 7.4)

3.11

LogD (pH = 5.5)

1.33

Log P

3.99

可自由旋转的化学键

质子供体

质子受体

里宾斯基五规则

true

Acid pKa

8.22

极化表面积

46.50

极化性

46.81

摩尔折射率

119.30

LOG S

-3.51

数据来源

名称和标识

IUPAC标准名

benzyl N-{[(2R,4S,7R)-6,11-dimethyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-4-yl]methyl}carbamate benzyl N-{[(2R,4S,7R)-6,11-dimethyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-4-yl]methyl}carbamate

IUPAC传统名

metergoline benzyl N-{[(2R,4S,7R)-6,11-dimethyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-4-yl]methyl}carbamate benzyl N-{[(2R,4S,7R)-6,11-dimethyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraen-4-yl]methyl}carbamate

别名

Metergoline[(8β)-1,6-Dimethylergolin-8-yl)methyl]carbamic acid phenylmethyl esterN-CBZ-[(8β)-1,6-Dimethylergolin-8-yl]methylamineMetergolineMethergolineLiserdolAl-MigrenD-8-beta-((Carboxyamino)methyl)-1,6-dimethylergoline benzyl ester1-Methyl-8-beta-carbobenzyloxyaminomethyl-10-alpha-ergolinemetergoline(+)-N-(Carboxy)-1-methyl-9,10-dihydrolysergamine benzyl ester1-Methyl-N-carbobenzyloxydihydro-D-lysergaminD-8-beta-((Carbobenzoxyamino)methyl)-1,6-dimethyl-10-alpha-ergoline(((8-beta)-1,6-Dimethylergolin-8-yl)methyl)carbamic acid benzyl esterMetergolin1,6-Dimethyl-8-beta-carbobenzyloxaminomethyl-10-alpha-ergoline(((8-beta)-1,6-Dimethylergolin-8-yl)methyl)carbamic acid phenylmethyl ester

国际非专利药品(INN)

metergolinametergolinemetergolinum

名称和标识

数据登录号

CHEMBL

美国药典/FDA物质标识码

维基百科标题

Chemspider ID

ATC码

PubChem CID

CAS号

IUPHAR配体索引

PubChem SID

24278105162222601135610975

EC号

241-686-3

MDL号

MFCD00153829

PubMed文献链接

21354537208452631953965622218419241346301950921919484723189969711953851821475142204513982188003319945477216009591963227620377624

ACToR数据库

BindingDB数据库

KEGG DRUG Database

CHEBI ID

MetaboLights数据库

SureChEMBL数据库

Drug Central Database

CompTox数据库

Reaxys Registry

LINCS数据库

数据登录号

化合物性质

理化性质

H2O: insoluble

0.1 M HCl: soluble1.4 mg/mL

ethanol: soluble4 mg/mL

148-150 °C(lit.)

产品相关信息

C25H29N3O2

Migraine disorgers therapy

Analgesic

Antipyretic

药理学性质

human ... HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR2A(3356), HTR2B(3357), HTR2C(3358), HTR7(3363)rat ... Htr7(65032)

5-HT2 antagonist

Dopamine agonist

Serotonin receptor antagonist

Has moderate affinity for 5-HT6 and high affinity for 5-HT7

5-HT1 antagonist and 5-HT1D ligand

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

Sigma Aldrich

M3668

Biochem/physiol Actions
Antagonist at 5-HT1, 5-HT2, and 5-HT7 serotonin receptors; analgesic; antipyretic.

An ergoline alkaloid that is the N-benzyloxycarbonyl derivative of lysergamine. A 5-HT2 antagonist. Also 5-HT1 antagonist and 5-HT1D ligand. Has moderate affinity for 5-HT6 and high affinity for 5-HT7.

描述信息

参考文献

PubChem文献

数据源提供

• Bagdy et al (1992) Pharmacological characterization of serotonin receptor subtypes involved in vasopressin and plasma renin activity responses to serotonin agonists. Eur.J.Pharmacol. 210 285.

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

IUPAC标准名

IUPAC传统名

别名

国际非专利药品(INN)

metergolinametergolinemetergolinum

数据登录号

CHEMBL

美国药典/FDA物质标识码

维基百科标题

Chemspider ID

ATC码

PubChem CID

CAS号

IUPHAR配体索引

PubChem SID

24278105162222601135610975

EC号

241-686-3

MDL号

MFCD00153829

PubMed文献链接

21354537208452631953965622218419241346301950921919484723189969711953851821475142204513982188003319945477216009591963227620377624

ACToR数据库

BindingDB数据库

KEGG DRUG Database

CHEBI ID

MetaboLights数据库

SureChEMBL数据库

Drug Central Database

CompTox数据库

Reaxys Registry

LINCS数据库

描述信息

M3668

Biochem/physiol Actions
Antagonist at 5-HT1, 5-HT2, and 5-HT7 serotonin receptors; analgesic; antipyretic.

参考文献

PubChem文献

数据源提供

• Bagdy et al (1992) Pharmacological characterization of serotonin receptor subtypes involved in vasopressin and plasma renin activity responses to serotonin agonists. Eur.J.Pharmacol. 210 285.

生物活性

PubChem BioAssay

化合物性质

理化性质

H2O: insoluble

0.1 M HCl: soluble1.4 mg/mL

ethanol: soluble4 mg/mL

148-150 °C(lit.)

产品相关信息

C25H29N3O2

Migraine disorgers therapy

Analgesic

Antipyretic

药理学性质

human ... HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR2A(3356), HTR2B(3357), HTR2C(3358), HTR7(3363)rat ... Htr7(65032)

5-HT2 antagonist

Dopamine agonist

Serotonin receptor antagonist

Has moderate affinity for 5-HT6 and high affinity for 5-HT7

5-HT1 antagonist and 5-HT1D ligand

化合物信息

ID:128293