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安全信息

P8688

Sigma-Aldrich

(S)-(-)-普奈洛尔 盐酸盐

≥98% (TLC), powder

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别名:
(S)-1-异丙基氨基-3-(1-萘氧基)-2-丙醇 盐酸盐
线性分子式:
C10H7OCH2CH(OH)CH2NHCH(CH3)2·HCl
CAS号:
4199-10-4
分子量:
295.80
Beilstein:
3574966
EC 号:
224-096-0
MDL编号:
MFCD00064547
UNSPSC代码:
12352200
PubChem化学物质编号:
24278657
NACRES:
NA.77

质量水平

200

检测方案

≥98% (TLC)

形式

powder

旋光性

[α]25/D −25.5°, c = 1.0 in ethanol(lit.)

mp

193-195 °C (lit.)

溶解性

ethanol: 10 mg/mL
DMSO: <14.5 mg/mL
H2O: 50 mg/mL (With heat. Aqueous solutions are most stable at pH 3.0 and decompose rapidly at basic pH. Decomposition is accompanied by discoloration of the solution.)
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 8.0 mg/mL

创始人

AstraZeneca

储存温度

2-8°C

SMILES字符串

Cl[H].CC(C)NC[C@H](O)COc1cccc2ccccc12

InChI

1S/C16H21NO2.ClH/c1-12(2)17-10-14(18)11-19-16-9-5-7-13-6-3-4-8-15(13)16;/h3-9,12,14,17-18H,10-11H2,1-2H3;1H/t14-;/m0./s1

InChI key

ZMRUPTIKESYGQW-UQKRIMTDSA-N

基因信息

human ... ADRB1(153) , ADRB2(154) , ADRB3(155) , HTR1A(3350) , HTR1B(3351) , HTR1D(3352) , HTR1E(3354) , HTR1F(3355)

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应用

(S)-(−)-Propranolol hydrochloride has been used:
  • as a non-selective β-blocker propranolol to inhibit the actions of epinephrine in mice
  • as a β1- and β2-aadrenergic receptor blocker in rat
  • as a medium supplement to investigate its effect on adipogenesis in hemangioma-derived stem cells (HemSC)

生化/生理作用

(S)-(−)-Propranolol hydrochloride is biologically active enantiomer. It acts as β1 receptor antagonist in thalamocortical neurons. (S)-(−)-Propranolol hydrochloride elicits its inhibitory function on the β1 adrenoceptor in trigeminovascular pain pathway and serves as a preventive medicine in migraine.
Active β-adrenoceptor blocking enantiomer, as measured by inhibition of isoprenaline-induced tachycardia; Propranolol is also non-specific 5-HT1A, 5-HT1B and 5-HT1C serotonin receptor antagonist. The stereoselective association of mianserin and propranolol with the 5HT1A, 5HT1B and 5HT1C sites may prove useful in the characterization of these sites

特点和优势

This compound is featured on the β-Adrenoceptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by AstraZeneca. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险声明

H302 + H312 + H332

危险分类

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

法规信息

监管及禁止进口产品

分析证书(COA)

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K Stoschitzky et al.
Journal of cardiovascular pharmacology, 25(2), 268-272 (1995-02-01)
All beta-adrenergic antagonists have an asymmetric carbon atom, and most commercially available beta-blockers consist of (R)- and (S)-enantiomers in a fixed 1:1-ratio. The drugs are believed to be contraindicated when peripheral vascular disease exists, presumably due to unopposed alpha-adrenergic vasoconstriction.
Regulation of Hepatic Follistatin Expression at Rest and during Exercise in Mice
Peppler WT, et al.
Med Sci Sports Exerc. (2019)
Semipreparative enantiomer separation of propranolol hydrochloride by high-performance liquid chromatography using cellulose tris (3, 5-dimethylphenylcarbamate) chiral stationary phase
Chen L, et al.
Journal of Chromatographic Science, 46(9), 767-771 (2008)
Propranolol modulates trigeminovascular responses in thalamic ventroposteromedial nucleus: a role in migraine?
Shields KG and Goadsby PJ
Brain, 128(1), 86-97 (2004)
Dietary Tryptophan Restriction Dose-Dependently Modulates Energy Balance, Gut Hormones, and Microbiota in Obesity-Prone Rats
Zapata RC, et al.
Obesity (Silver Spring, Md.), 26(4), 730-739 (2018)
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