您当前所在的位置:首页 > 产品中心 > 产品详细信息
5786-21-0 分子结构
点击图片或这里关闭

6-chloro-10-(4-methylpiperazin-1-yl)-2,9-diazatricyclo[9.4.0.03,8]pentadeca-1(11),3,5,7,9,12,14-heptaene

ChemBase编号:247
分子式:C18H19ClN4
平均质量:326.82326
单一同位素质量:326.12982431
SMILES和InChIs

SMILES:
C1(=Nc2c(Nc3c1cccc3)ccc(c2)Cl)N1CCN(CC1)C
Canonical SMILES:
CN1CCN(CC1)C1=Nc2cc(Cl)ccc2Nc2c1cccc2
InChI:
InChI=1S/C18H19ClN4/c1-22-8-10-23(11-9-22)18-14-4-2-3-5-15(14)20-16-7-6-13(19)12-17(16)21-18/h2-7,12,20H,8-11H2,1H3
InChIKey:
QZUDBNBUXVUHMW-UHFFFAOYSA-N

引用这个纪录

CBID:247 http://www.chembase.cn/molecule-247.html

Collapse All Expand All

名称和登记号

名称和登记号

名称 登记号
IUPAC标准名
6-chloro-10-(4-methylpiperazin-1-yl)-2,9-diazatricyclo[9.4.0.03,8]pentadeca-1(11),3,5,7,9,12,14-heptaene
6-chloro-10-(4-methylpiperazin-1-yl)-2,9-diazatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,9,12,14-heptaene
6-chloro-10-(4-methylpiperazin-1-yl)-2,9-diazatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,9,12,14-heptaene
IUPAC传统名
clozapine
6-chloro-10-(4-methylpiperazin-1-yl)-2,9-diazatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,9,12,14-heptaene
6-chloro-10-(4-methylpiperazin-1-yl)-2,9-diazatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,9,12,14-heptaene
商标名
Asaleptin
Clozaril
Fazaclo ODT
Iprox
Leponex
Lepotex
别名
8-氯-11-(4-甲基-1-哌嗪基)-5H-二苯并[b,e][1,4]-二氮杂草
氯氮平
Clozaril
Azaleptin
Leponex
Fazaclo
Clozapin
Clozapine
Clozapine
HF1854
Clorazil
Lepotex
8-Chloro-11-(4-methyl-1-piperazinyl)-5H-dibenzo (b,e)(1,4)diazepine
Iprox
W-801
8-Chloro-11-(4-methyl-1-piperazinyl)-5H-dibenzo[b,e][1,4]diazepine, HF-1854, Liponex
8-chloro-11-(4-methylpiperazin-1-yl)-5H-dibenzo[b,e][1,4]diazepine
CAS号
5786-21-0
EC号
227-313-7
MDL号
MFCD00153785
PubChem SID
46506474
24277892
160963710
PubChem CID
2818
CHEBI ID
3766
ATC码
N05AH02
CHEMBL
42
Chemspider ID
10442628
DrugBank ID
DB00363
IUPHAR配体索引
38
KEGG ID
D00283
美国药典/FDA物质标识码
J60AR2IKIC
维基百科标题
Clozapine
Medline Plus
a691001

理论计算性质

理论计算性质

JChem ALOGPS 2.1
Acid pKa 15.900125  质子受体
质子供体 LogD (pH = 5.5) 1.541766 
LogD (pH = 7.4) 3.1230726  Log P 3.4002411 
摩尔折射率 97.3565 cm3 极化性 35.86072 Å3
极化表面积 30.87 Å2 可自由旋转的化学键
里宾斯基五规则 true 
Log P 3.67  LOG S -3.25 
溶解度 1.86e-01 g/l 

分子性质

分子性质

理化性质 安全信息 药理学性质 产品相关信息 生物活性(PubChem)
溶解度
0.1 M HCl: soluble30 mg/mL expand 查看数据来源
0.1889 mg/mL (20°C) in water expand 查看数据来源
11.8 mg/L expand 查看数据来源
Acetone expand 查看数据来源
Chloroform expand 查看数据来源
DMSO: soluble4.8 mg/mL expand 查看数据来源
ethanol: soluble1 mg/mL expand 查看数据来源
ethanol: soluble11 mg/mL expand 查看数据来源
Ether expand 查看数据来源
Methanol expand 查看数据来源
外观
pale yellow solid expand 查看数据来源
Pale Yellow Solid expand 查看数据来源
熔点
183°C (361.4°F) expand 查看数据来源
183-184°C expand 查看数据来源
184 - 186°C expand 查看数据来源
疏水性(logP)
2.518 expand 查看数据来源
2.7 expand 查看数据来源
保存条件
-20°C expand 查看数据来源
-20°C Freezer expand 查看数据来源
Room Temperature (15-30°C), Protect from light expand 查看数据来源
RTECS编号
HP1750000 expand 查看数据来源
欧盟危险性物质标志
有害性(Harmful) 有害性(Harmful) (Xn) expand 查看数据来源
联合国危险货物编号
2811 expand 查看数据来源
MSDS下载
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
德国WGK号
3 expand 查看数据来源
联合国危险货物等级
6.1 expand 查看数据来源
联合国危险货物包装类别(PG)
3 expand 查看数据来源
危险公开号
22-36/37/38 expand 查看数据来源
63-22-68 expand 查看数据来源
R:22-36/37/38 expand 查看数据来源
安全公开号
26 expand 查看数据来源
36/37 expand 查看数据来源
S:25-26-36/37/39 expand 查看数据来源
GHS危险品标识
GHS06 expand 查看数据来源
GHS08 expand 查看数据来源
GHS警示词
Danger expand 查看数据来源
GHS危险声明
H301-H341-H361 expand 查看数据来源
GHS警示性声明
P281-P301 + P310 expand 查看数据来源
RID/ADR
UN 2811 6.1/PG 3 expand 查看数据来源
给药途径
Oral expand 查看数据来源
生物利用度
60 to 70% expand 查看数据来源
排泄
80% in metabolized state: 30% biliary and 50% renal expand 查看数据来源
半衰期
6 to 26 hours (mean value 14.2 hours in steady state conditions) expand 查看数据来源
代谢
Hepatic, by several CYP isozymes expand 查看数据来源
法定药品分级
Prescription only, special restrictions imposed in many countries expand 查看数据来源
妊娠期药物分类
B expand 查看数据来源
相关基因信息
human ... ADRA1A(148), ADRA2A(150), ADRA2C(152), CHRM1(1128), DRD2(1813), DRD3(1814), DRD4(1815), HRH1(3269), HRH4(59340), HTR2A(3356), HTR2C(3358), HTR3A(3359), HTR3B(9177), HTR3C(170572), HTR3D(200909), HTR3E(285242), HTR6(3362), HTR7(3363), KCNH1(3756), KCNH2(3757), UGT1A4(54657)rat ... Adra1a(29412), Adra2a(25083), Adrb1(24925), Chrm1(25229), Drd1a(24316), Drd2(24318), Drd3(29238), Drd4(25432), Hrh1(24448), Htr1a(24473), Htr1b(25075), Htr2a(29595), Htr2b(29581), Htr2c(25187), Htr3a(79246), Htr7(65032), Slc6a4(25553) expand 查看数据来源
纯度
95% expand 查看数据来源
成盐信息
Free Base expand 查看数据来源
质检报告
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
产品质量级别
PREMIUM expand 查看数据来源

详细说明

详细说明

MP Biomedicals MP Biomedicals DrugBank DrugBank Selleck Chemicals Selleck Chemicals Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich TRC TRC
MP Biomedicals -  02159760 external link
Potent, selective muscarinic antagonist. Also exhibits the highest reported affinity for 5-HT1a and 5-HT1C sites.
DrugBank -  DB00363 external link
Item Information
Drug Groups approved
Description A tricylic dibenzodiazepine, classified as an atypical antipsychotic agent. It binds several types of central nervous system receptors, and displays a unique pharmacological profile. Clozapine is a serotonin antagonist, with strong binding to 5-HT 2A/2C receptor subtype. It also displays strong affinity to several dopaminergic receptors, but shows only weak antagonism at the dopamine D2 receptor, a receptor commonly thought to modulate neuroleptic activity. Agranulocytosis is a major adverse effect associated with administration of this agent. [PubChem]
Indication For use in patients with treatment-resistant schizophrenia.
Pharmacology Clozapine is a psychotropic agent belonging to the chemical class of benzisoxazole derivatives and is indicated for the treatment of schizophrenia. Clozapine is a selective monoaminergic antagonist with high affinity for the serotonin Type 2 (5HT2), dopamine Type 2 (D2), 1 and 2 adrenergic, and H1 histaminergic receptors. Clozapine acts as an antagonist at other receptors, but with lower potency. Antagonism at receptors other than dopamine and 5HT2 with similar receptor affinities may explain some of the other therapeutic and side effects of Clozapine. Clozapine's antagonism of muscarinic M1-5 receptors may explain its anticholinergic effects. Clozapine's antagonism of histamine H1 receptors may explain the somnolence observed with this drug. Clozapine's antagonism of adrenergic a1 receptors may explain the orthostatic hypotension observed with this drug.
Toxicity Clozapine carries a black-box warning for agranulocytosis.
Affected Organisms
Humans and other mammals
Biotransformation Hepatic
Absorption Rapid and almost complete
Half Life 8 hours (range 4-12 hours)
Protein Binding 97% (bound to serum proteins)
Elimination Approximately 50% of the administered dose is excreted in the urine and 30% in the feces.
References
Alvir JM, Lieberman JA, Safferman AZ, Schwimmer JL, Schaaf JA: Clozapine-induced agranulocytosis. Incidence and risk factors in the United States. N Engl J Med. 1993 Jul 15;329(3):162-7. [Pubmed]
Vaddadi KS, Soosai E, Vaddadi G: Low blood selenium concentrations in schizophrenic patients on clozapine. Br J Clin Pharmacol. 2003 Mar;55(3):307-9. [Pubmed]
Naheed M, Green B: Focus on clozapine. Curr Med Res Opin. 2001;17(3):223-9. [Pubmed]
Lane HY, Chang YC, Chang WH, Lin SK, Tseng YT, Jann MW: Effects of gender and age on plasma levels of clozapine and its metabolites: analyzed by critical statistics. J Clin Psychiatry. 1999 Jan;60(1):36-40. [Pubmed]
External Links
Wikipedia
RxList
PDRhealth
Drugs.com
Selleck Chemicals -  S2459 external link
Research Area: Neurological Disease
Biological Activity:
Clozapine (Clozaril) is a potent 5-HT1C receptor antagonist with an IC50 of 110 nM for 5-HT-stimulated phosphoinositide hydrolysis. It is an antipsychotic medication used in the treatment of schizophrenia, and is also used off-label in the treatment of bipolar disorder. Clozapine is classified as an atypical antipsychotic drug because its profile of binding to serotonergic as well as dopamine receptors; its effects on various dopamine mediated behaviors also differ from those exhibited by more typical antipsychotics. [1][2]
Sigma Aldrich -  C6305 external link
Biochem/physiol Actions
Atypical antipsychotic compound. Selective antagonist for D4-dopamine receptor. Antagonist at 5-HT2A, 5-HT2C, 5-HT3, 5-HT6, and 5-HT7 serotonin receptors.
Sigma Aldrich -  C171 external link
Biochem/physiol Actions
非典型抗精神病药,对 D4 多巴胺受体比对 D2 或 D3 多巴胺受体表现出更大的亲和性;在用典型抗精神病药无效的患者中,对精神分裂症的阳性和阴性症状均表现出抗精神病疗效。

参考文献

参考文献

供应商提供 Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • Mason and Reynolds, Eur. J. Pharmacol. , 221 : 397 (1992).
  • Naheed M, Green B: Focus on clozapine. Curr Med Res Opin. 2001;17(3):223-9. Pubmed
  • Alvir JM, Lieberman JA, Safferman AZ, Schwimmer JL, Schaaf JA: Clozapine-induced agranulocytosis. Incidence and risk factors in the United States. N Engl J Med. 1993 Jul 15;329(3):162-7. Pubmed
  • Vaddadi KS, Soosai E, Vaddadi G: Low blood selenium concentrations in schizophrenic patients on clozapine. Br J Clin Pharmacol. 2003 Mar;55(3):307-9. Pubmed
  • Lane HY, Chang YC, Chang WH, Lin SK, Tseng YT, Jann MW: Effects of gender and age on plasma levels of clozapine and its metabolites: analyzed by critical statistics. J Clin Psychiatry. 1999 Jan;60(1):36-40. Pubmed
  • Kuoppam?ki M et al. Eur J Pharmacol. 1993 Apr 15
  • Stille, et al: Farnaco, Ed. Prat., 26, 603 (1971)
  • Hane, J.M., et al.: Psychopharmacol. Bull., 24, 62 (1971)
  • Meltzer, H.Y.: J. Clin. Psychiatry, 55, Suppl. B, 47 (1994)
正在搜索,请耐心等待...(如果遇到网页错误或者长时间没有结果,请刷新页面[F5])

专利

专利

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

互联网资源

互联网资源

百度图标百度 google iconGoogle