CAS 59729-32-7|CAS 59729-33-8|citalopram hydrobromide|Cipramil|Celexa|1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile hydrobromide|Citalopram Hydrobromide|1-[3...

基本信息

化学结构

分子式

C₂₀H₂₂BrFN₂O

分子量

405.3038832

精确质量

404.08995355

电荷

InChI

InChI=1S/C20H21FN2O.BrH/c1-23(2)11-3-10-20(17-5-7-18(21)8-6-17)19-9-4-15(13-22)12-16(19)14-24-20;/h4-9,12H,3,10-11,14H2,1-2H3;1H

InChIKey

WIHMBLDNRMIGDW-UHFFFAOYSA-N

Canonic Smiles

N#Cc1ccc2c(c1)COC2(CCCN(C)C)c1ccc(cc1)F.Br

Isomeric Smiles

c1(ccc(cc1)C1(c2c(CO1)cc(cc2)C#N)CCCN(C)C)F.Br

计算属性

JChem

质子受体

质子供体

LogD (pH = 5.5)

0.3290631

LogD (pH = 7.4)

1.409549

Log P

3.7643042

摩尔折射率

94.0202

极化性

35.7618

极化表面积

36.26

可自由旋转的化学键

里宾斯基五规则

true

数据来源

名称和标识

别名

CipramilCelexaCitalopram HydrobromideCitalopram hydrobromide1-[3-(Dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-5-isobenzofurancarbonitrile hydrobromide(S)-1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile hydrobromideNitalapram, LU-10-171, 1-[3-(Dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dizohydro-5-isobenzofurancarbonitrile Hydrobromide SaltCitalopram, Hydrobromide Salt

IUPAC标准名

1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile hydrobromide

IUPAC传统名

citalopram hydrobromide recital hydrobromide 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile hydrobromide

名称和标识

数据登录号

CAS号

MDL号

PubChem SID

EC号

PubChem CID

数据登录号

化合物性质

药理学性质

作用靶点

SSR

相关基因信息

human ... HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR2A(3356), HTR2B(3357), HTR2C(3358), HTR3A(3359), HTR3B(9177), HTR3C(170572), HTR3D(200909), HTR3E(285242), HTR4(3360), HTR5A(3361), HTR5B(645694), HTR6(3362), HTR7(3363)

生物活性机理

5HT re-uptake inhibitor

安全信息

-20°C

-20°C Freezer

急性毒性（口服，皮肤接触，吸入），类别4

皮肤刺激，类别2

眼刺激，类别2

皮肤过敏，类别1

特定目标器官毒性 -一次接触，类别3

化合物性质

分子相关蛋白质

暂无数据

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分子图谱

暂无数据

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描述信息

Selleck Chemicals

S1372

Research Area: Neurological Disease
Biological Activity:
Citalopram (Celexa, Cipramil) is an antidepressant drug of the selective serotonin reuptake inhibitor (SSRI) class. Most often used to treat major depression, it is also used on occasion in the treatment of body dysmorphic disorder, anxiety, and panic disorder. [1]

Sigma Aldrich

C7861

Biochem/physiol Actions
Potent and selective serotonin uptake inhibitor (Ki = 5.4 nM); antidepressant

TRC

C505000

An inhibitor of serotonin (5-HT) uptake. Used as an antidepressant.

描述信息

参考文献

PubChem文献

数据源提供

• http://en.wikipedia.org/wiki/Citalopram

• Christensen, A.V., et al.: Eur. J. Pharmacol., 41, 153 (1977)

• Von Moltke, L.L., et al.: Drug Metab. Dispos., 29, 1102 (1977)

• Keller, M.B., et al.: J. Clin. Psychiatry, 61, 896 (1977)

• Sidhu, J. et al., Chirality, 1997, 9, 686-692, (pharmacol, enantiomers)

• Bigler, A.J. et al., Eur. J. Med. Chem. (Chim. Ther.), 1977, 12, 289, (synth, pharmacol)

• Christensen, A.V. et al., Eur. J. Pharmacol., 1977, 41, 153, (pharmacol)

• Ger. Pat., 1977, 2 657 013; CA, 87, 135040e, (synth)

• Koch, H., Pharm. Int., 1980, 1, 66, (rev, pharmacol)

• Boeck, V. et al., Acta Pharmacol. Toxicol., 1982, 50, 169, (tox)

• Hyttel, J., Dev. Psychiatry, 1986, 7, 820, (rev, pharmacol)

• Eur. Pat., 1989, Lundbeck, 347 066; CA, 113, 78150v, (isomers, synth, pharmacol)

• Goa, K.L. et al., Drugs, 1991, 41, 450, (rev)

• Martindale, The Extra Pharmacopoeia, 32nd edn., Pharmaceutical Press, 1999, 281

• Pat. Coop. Treaty (WIPO), 2000, Lundbeck, 00 23 431; CA, 132, 308238d, (synth)

• Kragh-Soerensen, P. et al., Acta Pharmacol. Toxicol., 1981, 48, 53, (metab)

• Popik, P., J. Clin. Psychopharmacol., Suppl. 1, 1999, 19, 4S-22S, (rev)

• Rochat, B. et al., Brain Res., 1999, 831, 229-236, (pharmacol)

• Noble, S. et al., CNS Drugs, 1997, 8, 410-431, (rev)

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

别名

IUPAC标准名

1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile hydrobromide

IUPAC传统名

citalopram hydrobromide recital hydrobromide 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile hydrobromide

数据登录号

CAS号

MDL号

PubChem SID

EC号

PubChem CID

描述信息

S1372

C7861

Biochem/physiol Actions
Potent and selective serotonin uptake inhibitor (Ki = 5.4 nM); antidepressant

TRC

C505000

An inhibitor of serotonin (5-HT) uptake. Used as an antidepressant.

参考文献

PubChem文献

数据源提供

• http://en.wikipedia.org/wiki/Citalopram

• Christensen, A.V., et al.: Eur. J. Pharmacol., 41, 153 (1977)

• Von Moltke, L.L., et al.: Drug Metab. Dispos., 29, 1102 (1977)

• Keller, M.B., et al.: J. Clin. Psychiatry, 61, 896 (1977)

• Sidhu, J. et al., Chirality, 1997, 9, 686-692, (pharmacol, enantiomers)

• Bigler, A.J. et al., Eur. J. Med. Chem. (Chim. Ther.), 1977, 12, 289, (synth, pharmacol)

• Christensen, A.V. et al., Eur. J. Pharmacol., 1977, 41, 153, (pharmacol)

• Ger. Pat., 1977, 2 657 013; CA, 87, 135040e, (synth)

• Koch, H., Pharm. Int., 1980, 1, 66, (rev, pharmacol)

• Boeck, V. et al., Acta Pharmacol. Toxicol., 1982, 50, 169, (tox)

• Hyttel, J., Dev. Psychiatry, 1986, 7, 820, (rev, pharmacol)

• Eur. Pat., 1989, Lundbeck, 347 066; CA, 113, 78150v, (isomers, synth, pharmacol)

• Goa, K.L. et al., Drugs, 1991, 41, 450, (rev)

• Martindale, The Extra Pharmacopoeia, 32nd edn., Pharmaceutical Press, 1999, 281

• Pat. Coop. Treaty (WIPO), 2000, Lundbeck, 00 23 431; CA, 132, 308238d, (synth)

• Kragh-Soerensen, P. et al., Acta Pharmacol. Toxicol., 1981, 48, 53, (metab)

• Popik, P., J. Clin. Psychopharmacol., Suppl. 1, 1999, 19, 4S-22S, (rev)

• Rochat, B. et al., Brain Res., 1999, 831, 229-236, (pharmacol)

• Noble, S. et al., CNS Drugs, 1997, 8, 410-431, (rev)

生物活性

PubChem BioAssay

化合物性质

药理学性质

作用靶点

SSR

化合物信息

ID:72645