CAS 80-77-3|Dichloromezanone|Chlormezanonum [INN-Latin]|Suprotan|Bisina|chlormezanone|Supotran|Lobak|Chlormethazanone|Myolespen|Chlormezanone|Rilaquil|Banabil-sintyal|dl-Chlormezanone|Rilax|Clormeta...

基本信息

化学结构

分子式

C₁₁H₁₂ClNO₃S

分子量

273.73588

精确质量

273.02264193

电荷

InChI

InChI=1S/C11H12ClNO3S/c1-13-10(14)6-7-17(15,16)11(13)8-2-4-9(12)5-3-8/h2-5,11H,6-7H2,1H3

InChIKey

WEQAYVWKMWHEJO-UHFFFAOYSA-N

Canonic Smiles

CN1C(=O)CCS(=O)(=O)C1c1ccc(cc1)Cl

Isomeric Smiles

Clc1ccc(C2S(=O)(=O)CCC(=O)N2C)cc1

计算属性

JChem

Acid pKa

19.072128

质子受体

质子供体

LogD (pH = 5.5)

0.9171674

LogD (pH = 7.4)

0.9171674

Log P

0.9171674

摩尔折射率

64.88

极化性

26.133999

极化表面积

54.45

可自由旋转的化学键

里宾斯基五规则

true

ALOGPS 2.1

Log P

0.84

LOG S

-2.23

溶解度

1.61e+00 g/l

数据来源

名称和标识

别名

DichloromezanoneChlormezanonum [INN-Latin]ChlormethazanoneChlormezanonedl-ChlormezanoneClormetazanoneChlormezanonChlormethazoneClormezanone [DCIT]Clormezanona [INN-Spanish]Chlormezanone [BAN:INN:JAN]ClormetazonDichloromethazanoneTrancopal2-(4-Chlorophenyl)-3-methyl-1,3-thiazinan-4-one 1,1-dioxide

商标名

SuprotanBisinaSupotranLobakMyolespenRilaquilBanabil-sintyalRilaxRillasolTrancopalBanabinRexanMio-SedMiorilaxTrancoteBanabin-syntyalMuskel-TrancopalBanabin-SintyalAlinamTransanateTranrilaxChlomedinonClorilaxRilassolRilasolMuskelPhenarolRilansylTanafol

IUPAC传统名

chlormezanone muskel

IUPAC标准名

2-(4-chlorophenyl)-3-methyl-1$l^{6},3-thiazinane-1,1,4-trione 2-(4-chlorophenyl)-3-methyl-1λ⁶,3-thiazinane-1,1,4-trione

名称和标识

数据登录号

维基百科标题

CAS号

PubChem CID

Chemspider ID

DrugBank ID

CHEMBL

ATC码

CHEBI ID

美国药典/FDA物质标识码

KEGG ID

PubChem SID

MDL号

EC号

数据登录号

化合物性质

理化性质

疏水性(logP)

1.3

溶解度

2500 mg/L (hardly soluble)

产品相关信息

成盐信息

Free Base

质检报告

下载链接

纯度

95+%

药理学性质

给药途径

Oral

半衰期

40.5 hours

法定药品分级

Rx-only

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

DB01178

Drug Groups

approved; withdrawn

Description

A non-benzodiazepine that is used in the management of anxiety. It has been suggested for use in the treatment of muscle spasm. [PubChem]

Indication

Used in the management of anxiety and in the treatment of muscle spasm.

Pharmacology

Chlormezanone is a non-benzodiazepine muscle relaxant. It was discontinued worldwide in 1996 by its manufacturer due to confirmed serious and rare cutaneous reactions (toxic epidermal necrolysis).

Toxicity

Symptoms of overdose include drowsiness, weakness, nausea, dizziness, abdominal pain, cerebral oedema and renal tubular necrosis, hyperglycaemia and hypoglycaemia, liver damage, encephalopathy, coma and death.

Affected Organisms

Humans and other mammals

References

• Wollina U, Hipler UC, Seeling A, Oelschlager H: Investigations of interactions of chlormezanone racemate and its enantiomers on human keratinocytes and human leucoytes in vitro. Skin Pharmacol Physiol. 2005 May-Jun;18(3):132-8. [Pubmed]

• Seeling A, Oelschlager H, Rothley D: [Important pharmaceutical-chemical characteristics of the central muscle relaxant chlormezanone] Pharmazie. 2000 Apr;55(4):293-6. [Pubmed]

• Oelschlager H, Klinger W, Rothley D, Seeling A, Bockhard H, Hofmann B, Machts H, Riederer H, Rackur H: [Cleavage and biotransformation of the central muscle relaxant chlormezanone] Pharmazie. 1998 Sep;53(9):620-4. [Pubmed]

• Gautier V, Vincon G, Demotes-Mainard F, Albin H: [Pharmacokinetics of chlormezanone in healthy volunteers] Therapie. 1990 Jul-Aug;45(4):315-9. [Pubmed]

External Links

• [Wikipedia]

Selleck Chemicals

S2021

Research Area: Neurological Disease
Biological Activity:
Chlormezanone(Trancopal)，a non-benzodiazepine that is used in the management of anxiety. It has been suggested for use in the treatment of muscle spasm. Chlormezanone binds to central benzodiazepine receptors which interact allosterically with GABA receptors. This potentiates the effects of the inhibitory neurotransmitter GABA, increasing the inhibition of the ascending reticular activating system and blocking the cortical and limbic arousal that occurs following stimulation of the reticular pathways. [1]

MP Biomedicals

02159741

Skeletal muscle relaxant.

Wikipedia

Chlormezanone

描述信息

参考文献

PubChem文献

数据源提供

• Gautier V, Vincon G, Demotes-Mainard F, Albin H: [Pharmacokinetics of chlormezanone in healthy volunteers] Therapie. 1990 Jul-Aug;45(4):315-9. Pubmed

• Seeling A, Oelschlager H, Rothley D: [Important pharmaceutical-chemical characteristics of the central muscle relaxant chlormezanone] Pharmazie. 2000 Apr;55(4):293-6. Pubmed

• http://www.drugbank.ca/drugs/DB01178

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

别名

商标名

IUPAC传统名

chlormezanone muskel

IUPAC标准名

2-(4-chlorophenyl)-3-methyl-1$l^{6},3-thiazinane-1,1,4-trione 2-(4-chlorophenyl)-3-methyl-1λ⁶,3-thiazinane-1,1,4-trione

数据登录号

维基百科标题

CAS号

PubChem CID

Chemspider ID

DrugBank ID

CHEMBL

ATC码

CHEBI ID

美国药典/FDA物质标识码

KEGG ID

PubChem SID

MDL号

EC号

描述信息

DB01178

Drug Groups

approved; withdrawn

Description

A non-benzodiazepine that is used in the management of anxiety. It has been suggested for use in the treatment of muscle spasm. [PubChem]

Indication

Used in the management of anxiety and in the treatment of muscle spasm.

Pharmacology

Chlormezanone is a non-benzodiazepine muscle relaxant. It was discontinued worldwide in 1996 by its manufacturer due to confirmed serious and rare cutaneous reactions (toxic epidermal necrolysis).

Toxicity

Affected Organisms

Humans and other mammals

References

• Seeling A, Oelschlager H, Rothley D: [Important pharmaceutical-chemical characteristics of the central muscle relaxant chlormezanone] Pharmazie. 2000 Apr;55(4):293-6. [Pubmed]

• Gautier V, Vincon G, Demotes-Mainard F, Albin H: [Pharmacokinetics of chlormezanone in healthy volunteers] Therapie. 1990 Jul-Aug;45(4):315-9. [Pubmed]

External Links

• [Wikipedia]

Selleck Chemicals

S2021

MP Biomedicals

02159741

Skeletal muscle relaxant.

Wikipedia

Chlormezanone

参考文献

PubChem文献

数据源提供

• Gautier V, Vincon G, Demotes-Mainard F, Albin H: [Pharmacokinetics of chlormezanone in healthy volunteers] Therapie. 1990 Jul-Aug;45(4):315-9. Pubmed

• Seeling A, Oelschlager H, Rothley D: [Important pharmaceutical-chemical characteristics of the central muscle relaxant chlormezanone] Pharmazie. 2000 Apr;55(4):293-6. Pubmed

• http://www.drugbank.ca/drugs/DB01178

生物活性

PubChem BioAssay

化合物性质

理化性质

疏水性(logP)

1.3

溶解度

2500 mg/L (hardly soluble)

产品相关信息

成盐信息

Free Base

质检报告

下载链接

纯度

95+%

药理学性质

给药途径

Oral

半衰期

40.5 hours

法定药品分级

Rx-only

化合物信息

ID:1049