您当前所在的位置:首页 > 产品中心 > 产品详细信息
148553-50-8 分子结构
点击图片或这里关闭

(3S)-3-(aminomethyl)-5-methylhexanoic acid

ChemBase编号:115
分子式:C8H17NO2
平均质量:159.22608
单一同位素质量:159.12592879
SMILES和InChIs

SMILES:
OC(=O)C[C@H](CC(C)C)CN
Canonical SMILES:
NC[C@H](CC(=O)O)CC(C)C
InChI:
InChI=1S/C8H17NO2/c1-6(2)3-7(5-9)4-8(10)11/h6-7H,3-5,9H2,1-2H3,(H,10,11)/t7-/m0/s1
InChIKey:
AYXYPKUFHZROOJ-ZETCQYMHSA-N

引用这个纪录

CBID:115 http://www.chembase.cn/molecule-115.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
(3S)-3-(aminomethyl)-5-methylhexanoic acid
IUPAC传统名
pregabalin
商标名
Lyrica
别名
pregabalin
Pregabalin
(S)-3-(Aminomethyl)-5-methylhexanoic acid
CI-1008
(S)-3-(Aminomethyl)-5-methylhexanoic acid
(3S)-3-(Aminomethyl)-5-methylhexanoic Acid
(S)-(+)-3-(Aminomethyl)-5-methylhexanoic Acid
(S)-3-(Ammoniomethyl)-5-methylhexanoate
CI 1008
Lyrica
PD 144723
(S)-Pregabalin
PD-144723
Pregabalin
CAS号
148553-50-8
MDL号
MFCD00917044
PubChem SID
160963578
46504934
PubChem CID
5486971

理论计算性质

理论计算性质

JChem ALOGPS 2.1
Acid pKa 4.8009205  质子受体
质子供体 LogD (pH = 5.5) -1.4076396 
LogD (pH = 7.4) -1.3444575  Log P -1.3455846 
摩尔折射率 43.68 cm3 极化性 17.506392 Å3
极化表面积 63.32 Å2 可自由旋转的化学键
里宾斯基五规则 true 
Log P -1.35  LOG S -1.15 
溶解度 1.13e+01 g/l 

分子性质

分子性质

理化性质 安全信息 产品相关信息 生物活性(PubChem)
溶解度
deionized water: ≥10 mg/mL expand 查看数据来源
Water expand 查看数据来源
外观
Off-White Solid expand 查看数据来源
white powder expand 查看数据来源
熔点
194-196°C expand 查看数据来源
疏水性(logP)
1.3 expand 查看数据来源
保存条件
-20°C Freezer expand 查看数据来源
保存注意事项
IRRITANT 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
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
下载链接 expand 查看数据来源
德国WGK号
3 expand 查看数据来源
危险公开号
63-48/22 expand 查看数据来源
安全公开号
22-36/37 expand 查看数据来源
TSCA收录
false expand 查看数据来源
GHS危险品标识
GHS05 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
H318-H361 expand 查看数据来源
GHS警示性声明
P280-P305 + P351 + P338 expand 查看数据来源
毒品管制信息
USDEA Schedule V expand 查看数据来源
保存温度
room temp expand 查看数据来源
纯度
≥97% (NMR) expand 查看数据来源
95+% expand 查看数据来源
97% expand 查看数据来源
质检报告
下载链接 expand 查看数据来源
Empirical Formula (Hill Notation)
C8H17NO2 expand 查看数据来源

详细说明

详细说明

DrugBank DrugBank Sigma Aldrich Sigma Aldrich TRC TRC
DrugBank -  DB00230 external link
Item Information
Drug Groups illicit; approved; investigational
Description Pregabalin is an anticonvulsant drug used for neuropathic pain, as an adjunct therapy for partial seizures, and in generalized anxiety disorder. It was designed as a more potent successor to gabapentin. Pregabalin is marketed by Pfizer under the trade name Lyrica. It is considered to have a dependence liability if misused, and is classified as a Schedule V drug in the U.S. [Wikipedia]
Indication For management of neuropathic pain associated with diabetic peripheral neuropathy and postherpetic neuralgia.
Pharmacology Pregabalin is a new anticonvulsant drug indicated as an add on therapy for partial onset seizures and for certain types of neuropathic pain. It was designed as a more potent successor to a related drug, gabapentin. Pregabalin binds to the alpha2-delta subunit of the voltage-gated calcium channel in the central nervous system. While pregabalin is a structural derivative of the inhibitory neurotransmitter gamma- aminobutyric acid (GABA), it does not bind directly to GABAA, GABAB, or benzodiazepine receptors, does not augment GABAA responses in cultured neurons, does not alter rat brain GABA concentration or have acute effects on GABA uptake or degradation. However, in cultured neurons prolonged application of pregabalin increases the density of GABA transporter protein and increases the rate of functional GABA transport. Pregabalin does not block sodium channels, is not active at opiate receptors, and does not alter cyclooxygenase enzyme activity. It is inactive at serotonin and dopamine receptors and does not inhibit dopamine, serotonin, or noradrenaline reuptake.
Affected Organisms
Humans and other mammals
Biotransformation Negligible
Absorption Well absorbed after oral administration.
Half Life ~6 hours
Elimination Pregabalin is eliminated from the systemic circulation primarily by renal excretion as unchanged drug.
Distribution * 0.5 L/kg
Clearance * Renal cl=67.0 – 80.9 mL/min [young healthy subjects]
References
: Schedules of controlled substances: placement of pregabalin into schedule V. Final rule. Fed Regist. 2005 Jul 28;70(144):43633-5. [Pubmed]
External Links
Wikipedia
RxList
Drugs.com
Sigma Aldrich -  PZ0010 external link
Biochem/physiol Actions
Pregabalin is a lipophilic GABA analog/ligand at α2δ subunit of voltage-dependent Ca2+ channels. Pregabalin is an anticonvulsant, anxiolytic analgesic used to treat peripheral neuropathic pain and fibromyalgia.
Legal Information
Sold for research purposes under agreement from Pfizer Inc.
Toronto Research Chemicals -  P704790 external link
S-Enantiomer of Pregabalin. A GABA analogue used as an anticonvulsant. Anxiolytic analgesic used to treat peripheral neuropathic pain and fibromyalgia.

参考文献

参考文献

供应商提供 Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • : Schedules of controlled substances: placement of pregabalin into schedule V. Final rule. Fed Regist. 2005 Jul 28;70(144):43633-5. Pubmed
  • Taylor, C.P., at al.: Epilepsy Res., 14, 11 (1993)
  • Field, M.J., et al.: Pain, 80, 391 (1999)
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