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P8688

(S)-(-)-普奈洛尔盐酸盐

Name: (<I>S</I>)-(-)-普奈洛尔 盐酸盐
Brand: SIGMA

≥98% (TLC), β1- and β2-aadrenergic receptor blocker, powder

别名:

(S)-1-异丙基氨基-3-(1-萘氧基)-2-丙醇盐酸盐

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关于此项目

线性分子式:

C₁₀H₇OCH₂CH(OH)CH₂NHCH(CH₃)₂·HCl

化学文摘社编号:

4199-10-4

分子量:

295.80

NACRES:

NA.77

PubChem Substance ID:

24278657

UNSPSC Code:

12352200

EC Number:

224-096-0

MDL number:

MFCD00064547

Beilstein/REAXYS Number:

3574966

Assay:

≥98% (TLC)

Form:

powder

Quality level:

200

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产品名称

(S)-(-)-普奈洛尔盐酸盐, ≥98% (TLC), powder

Quality Level

200

assay

≥98% (TLC)

form

powder

optical activity

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

mp

193-195 °C (lit.)

solubility

ethanol: 10 mg/mL, DMSO: <14.5 mg/mL, H₂O: 50 mg/mL, 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 8.0 mg/mL

originator

AstraZeneca

storage temp.

2-8°C

SMILES string

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

Gene Information

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

General description

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.

Application

(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)

Biochem/physiol Actions

(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-HT_1A,5-HT_1Band 5-HT_1C serotonin receptor antagonist. The stereoselective association of mianserin and propranolol with the 5HT_1A, 5HT_1Band 5HT_1C sites may prove useful in the characterization of these sites

Features and Benefits

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.

pictograms

GHS07

signalword

Warning

hcodes

H302 + H312 + H332

pcodes

P261 - P264 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312

Hazard Classifications

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

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

法规信息

监管及禁止进口产品

此项目有

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

0000467769

0000415097

0000399276

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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)

Stereoselective vascular effects of the (R)- and (S)-enantiomers of propranolol and atenolol.

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)

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)

l-Ornithine stimulates growth hormone release in a manner dependent on the ghrelin system.

Yee Yin Ho et al.

Food & function, 8(6), 2110-2114 (2017-05-18)

We found that intraduodenal administration of l-ornithine (l-Orn) stimulates growth hormone (GH) secretion in Wistar rats, and then investigated its mechanism. GH-releasing activity after intraduodenal administration of l-Orn was blocked by [d-Lys

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全球贸易项目编号

货号	GTIN
P8688-500MG	04061834401650
P8688-100MG	04061834401643

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