CAS 846-49-1|lorazepam|7-chloro-5-(2-chlorophenyl)-3-hydroxy-2,3-dihydro-1H-1,4-benzodiazepin-2-one|L-Lorazepam Acetate|Ativan and others|O-Chloroxazepam|Lorazepam|7-Chloro-5-(2-chlorophenyl)-1,3-di...

基本信息

化学结构

分子式

C₁₅H₁₀Cl₂N₂O₂

分子量

321.1581

精确质量

320.01193293

电荷

InChI

InChI=1S/C15H10Cl2N2O2/c16-8-5-6-12-10(7-8)13(19-15(21)14(20)18-12)9-3-1-2-4-11(9)17/h1-7,15,21H,(H,18,20)

InChIKey

DIWRORZWFLOCLC-UHFFFAOYSA-N

Canonic Smiles

Clc1ccc2c(c1)C(=NC(C(=O)N2)O)c1ccccc1Cl

Isomeric Smiles

Clc1cc2C(=NC(O)C(=O)Nc2cc1)c1c(Cl)cccc1

计算属性

JChem

Acid pKa

10.606301

质子受体

质子供体

LogD (pH = 5.5)

3.527322

LogD (pH = 7.4)

3.527058

Log P

3.5273254

摩尔折射率

82.6992

极化性

31.031853

极化表面积

61.69

可自由旋转的化学键

里宾斯基五规则

true

ALOGPS 2.1

Log P

2.98

LOG S

-4.26

溶解度

1.76e-02 g/l

数据来源

学术数据

产品目录

数据来源

名称和标识

IUPAC传统名

lorazepam @lorazepam

IUPAC标准名

7-chloro-5-(2-chlorophenyl)-3-hydroxy-2,3-dihydro-1H-1,4-benzodiazepin-2-one

别名

L-Lorazepam AcetateO-ChloroxazepamLorazepam7-Chloro-5-(2-chlorophenyl)-1,3-dihydro-3-hydroxy-2H-1,4-benzodiazepin-2-one(±)-LorazepamO-Chlorooxazepam(+/-)-Lorazepam

商标名

Ativan and othersQuaitAnxiedinPsicopaxLorazAlmazineSedativalWypaxAlzapamTemestaEmotivalIdalpremLoraxAtivanBonatranquanSecuritLorsilanAplacasseeSomagerolDelormetazepamTavorSedazinPro DormLorazepam IntensolLorabenzPunktyl

名称和标识

数据登录号

Chemspider ID

PubChem CID

CHEMBL

ATC码

CAS号

KEGG ID

Medline Plus

美国药典/FDA物质标识码

维基百科标题

DrugBank ID

EC号

PubChem SID

4650846824896291160963534

MDL号

MFCD00063406

数据登录号

化合物性质

理化性质

疏水性(logP)

3.5

溶解度

0.08 mg/mL

药理学性质

法定药品分级

Schedule IV (Canada)

CD (Benz) POM (UK)

Schedule IV (US)

妊娠期药物分类

D (US)

生物利用度

85% of oral dose

代谢

Hepatic glucuronidation

给药途径

Oral, intramuscular, intravenous, sublingual, and transdermal

半衰期

9–16 hours

排泄

Renal

安全信息

毒品管制信息

USDEA Schedule IV; Home Office Schedule 4.1; psychotrope; kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada

GHS危险声明

H361

个人保护装置

Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

安全公开号

36/37

呼吸道过敏，类别1

生殖细胞突变，类别1A，1B，2

致癌性，类别1A，1B，2

生殖毒性，类别1A，1B，2

特定目标器官毒性 – 一次接触，类别1,2

特定目标器官毒性 – 反复接触，类别1,2

吸入危险，类别1

Warning

P281

有害性 (Xn)

DF0350000

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

DrugBank

DB00186

Drug Groups

approved

Description

A benzodiazepine used as an anti-anxiety agent with few side effects. It also has hypnotic, anticonvulsant, and considerable sedative properties and has been proposed as a preanesthetic agent. [PubChem]

Indication

For the management of anxiety disorders, and for treatment of status epilepticus.

Pharmacology

Lorazepam, a benzodiazepine not transformed to active metabolites, is used to treat anxiety, status epilepticus, and for sedation induction and anterograde amnesia.

Toxicity

Somnolence, confusion, and coma, LD₅₀=3178mg/kg (orally in mice).

Affected Organisms

Humans and other mammals

Biotransformation

Hepatic

Absorption

Readily absorbed with an absolute bioavailability of 90%.

Half Life

12 hours

Protein Binding

85%

Elimination

Lorazepam is rapidly conjugated at its 3-hydroxy group into lorazepam glucuronide which is then excreted in the urine.

References

• Kemper N, Poser W, Poser S: [Benzodiazepine dependence: addiction potential of the benzodiazepines is greater than previously assumed (author's transl)] Dtsch Med Wochenschr. 1980 Dec 5;105(49):1707-12. [Pubmed]

• Lader M: Short-term versus long-term benzodiazepine therapy. Curr Med Res Opin. 1984;8 Suppl 4:120-6. [Pubmed]

• Maltais F, Laberge F, Laviolette M: A randomized, double-blind, placebo-controlled study of lorazepam as premedication for bronchoscopy. Chest. 1996 May;109(5):1195-8. [Pubmed]

• Heisterkamp DV, Cohen PJ: The effect of intravenous premedication with lorazepam (ativan), pentobarbitone or diazepam on recall. Br J Anaesth. 1975 Jan;47(1):79-81. [Pubmed]

• Milligan DW, Howard MR, Judd A: Premedication with lorazepam before bone marrow biopsy. J Clin Pathol. 1987 Jun;40(6):696-8. [Pubmed]

External Links

• [Wikipedia]

• [RxList]

• [Drugs.com]

Wikipedia

Lorazepam

Sigma Aldrich

L1764

Biochem/physiol Actions
Anxiolytic; ligand for the GABAA receptor benzodiazepine modulatory site.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. L1764.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

描述信息

参考文献

PubChem文献

数据源提供

• Maltais F, Laberge F, Laviolette M: A randomized, double-blind, placebo-controlled study of lorazepam as premedication for bronchoscopy. Chest. 1996 May;109(5):1195-8. Pubmed

• Milligan DW, Howard MR, Judd A: Premedication with lorazepam before bone marrow biopsy. J Clin Pathol. 1987 Jun;40(6):696-8. Pubmed

• Heisterkamp DV, Cohen PJ: The effect of intravenous premedication with lorazepam (ativan), pentobarbitone or diazepam on recall. Br J Anaesth. 1975 Jan;47(1):79-81. Pubmed

• Lader M: Short-term versus long-term benzodiazepine therapy. Curr Med Res Opin. 1984;8 Suppl 4:120-6. Pubmed

参考文献

生物活性

PubChem BioAssay

生物活性

数据来源

学术数据

产品目录

名称和标识

IUPAC传统名

lorazepam @lorazepam

IUPAC标准名

7-chloro-5-(2-chlorophenyl)-3-hydroxy-2,3-dihydro-1H-1,4-benzodiazepin-2-one

别名

L-Lorazepam AcetateO-ChloroxazepamLorazepam7-Chloro-5-(2-chlorophenyl)-1,3-dihydro-3-hydroxy-2H-1,4-benzodiazepin-2-one(±)-LorazepamO-Chlorooxazepam(+/-)-Lorazepam

商标名

数据登录号

Chemspider ID

PubChem CID

CHEMBL

ATC码

CAS号

KEGG ID

Medline Plus

美国药典/FDA物质标识码

维基百科标题

DrugBank ID

EC号

PubChem SID

4650846824896291160963534

MDL号

MFCD00063406

描述信息

DrugBank

DB00186

Drug Groups

approved

Description

Indication

For the management of anxiety disorders, and for treatment of status epilepticus.

Pharmacology

Lorazepam, a benzodiazepine not transformed to active metabolites, is used to treat anxiety, status epilepticus, and for sedation induction and anterograde amnesia.

Toxicity

Somnolence, confusion, and coma, LD₅₀=3178mg/kg (orally in mice).

Affected Organisms

Humans and other mammals

Biotransformation

Hepatic

Absorption

Readily absorbed with an absolute bioavailability of 90%.

Half Life

12 hours

Protein Binding

85%

Elimination

Lorazepam is rapidly conjugated at its 3-hydroxy group into lorazepam glucuronide which is then excreted in the urine.

References

• Lader M: Short-term versus long-term benzodiazepine therapy. Curr Med Res Opin. 1984;8 Suppl 4:120-6. [Pubmed]

• Maltais F, Laberge F, Laviolette M: A randomized, double-blind, placebo-controlled study of lorazepam as premedication for bronchoscopy. Chest. 1996 May;109(5):1195-8. [Pubmed]

• Heisterkamp DV, Cohen PJ: The effect of intravenous premedication with lorazepam (ativan), pentobarbitone or diazepam on recall. Br J Anaesth. 1975 Jan;47(1):79-81. [Pubmed]

• Milligan DW, Howard MR, Judd A: Premedication with lorazepam before bone marrow biopsy. J Clin Pathol. 1987 Jun;40(6):696-8. [Pubmed]

External Links

• [Wikipedia]

• [RxList]

• [Drugs.com]

Wikipedia

Lorazepam

Sigma Aldrich

L1764

参考文献

PubChem文献

数据源提供

• Maltais F, Laberge F, Laviolette M: A randomized, double-blind, placebo-controlled study of lorazepam as premedication for bronchoscopy. Chest. 1996 May;109(5):1195-8. Pubmed

• Milligan DW, Howard MR, Judd A: Premedication with lorazepam before bone marrow biopsy. J Clin Pathol. 1987 Jun;40(6):696-8. Pubmed

• Heisterkamp DV, Cohen PJ: The effect of intravenous premedication with lorazepam (ativan), pentobarbitone or diazepam on recall. Br J Anaesth. 1975 Jan;47(1):79-81. Pubmed

• Lader M: Short-term versus long-term benzodiazepine therapy. Curr Med Res Opin. 1984;8 Suppl 4:120-6. Pubmed

生物活性

PubChem BioAssay

化合物性质

理化性质

疏水性(logP)

3.5

溶解度

0.08 mg/mL

药理学性质

法定药品分级

Schedule IV (Canada)

CD (Benz) POM (UK)

Schedule IV (US)

妊娠期药物分类

D (US)

生物利用度

85% of oral dose

代谢

Hepatic glucuronidation

给药途径

Oral, intramuscular, intravenous, sublingual, and transdermal

半衰期

9–16 hours

排泄

Renal

安全信息

毒品管制信息

USDEA Schedule IV; Home Office Schedule 4.1; psychotrope; kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada

GHS危险声明

H361

个人保护装置

Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

安全公开号

36/37

呼吸道过敏，类别1

生殖细胞突变，类别1A，1B，2

致癌性，类别1A，1B，2

生殖毒性，类别1A，1B，2

特定目标器官毒性 – 一次接触，类别1,2

特定目标器官毒性 – 反复接触，类别1,2

吸入危险，类别1

Warning

P281

有害性 (Xn)

DF0350000

化合物信息

ID:71