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(S)-(−)-Atenolol

Name: (<I>S</I>)-(−)-Atenolol
Brand: SIGMA

powder

Synonym(s):

(−)-4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]benzeneacetamide

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About This Item

Linear Formula:

(CH₃)₂CHNHCH₂CH(OH)CH₂OC₆H₄CH₂CONH₂

CAS Number:

93379-54-5

Molecular Weight:

266.34

NACRES:

NA.77

PubChem Substance ID:

24277807

UNSPSC Code:

12352200

MDL number:

MFCD00074918

Form:

powder

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Properties

form

powder

Quality Segment

100

optical activity

[α]23/D −10.5°, c = 0.5 in H₂O(lit.)

color

white to beige

mp

148-152 °C (lit.)

solubility

0.1 M HCl: soluble

SMILES string

CC(C)NC[C@H](O)COc1ccc(CC(N)=O)cc1

InChI

1S/C14H22N2O3/c1-10(2)16-8-12(17)9-19-13-5-3-11(4-6-13)7-14(15)18/h3-6,10,12,16-17H,7-9H2,1-2H3,(H2,15,18)/t12-/m0/s1

InChI key

METKIMKYRPQLGS-LBPRGKRZSA-N

Gene Information

human ... ADRB1(153)

Description

Application

(S)-(-)-Atenolol may be used as a standard in the preparation of enantiomer for high-performance liquid chromatography-tandem mass spectrometry studies (HPLC-MS/MS). It has also been used in the β blocking molecule for Raman spectroscopy studies.

Biochem/physiol Actions

(S)-(-)-Atenolol is a β1-adrenergic receptor antagonist and an active enantiomer of atenolol.

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This Item	A1340000	A7655	P0778
Sigma-Aldrich A143 (S)-(−)-Atenolol	A1340000 Atenolol	Sigma-Aldrich A7655 Atenolol	Sigma-Aldrich P0778 Pindolol
description powder	description European Pharmacopoeia (EP) Reference Standard	description ≥98% (TLC), powder	description ≥98% (TLC), powder
form powder	form -	form powder	form powder
Quality Level 100	Quality Level -	Quality Level 200	Quality Level 200
solubility 0.1 M HCl: soluble	solubility -	solubility DMSO: 18 mg/mL, H₂O: 0.3 mg/mL, ethanol: 3.4 mg/mL	solubility 0.1 M NaOH: 0.2 mg/mL, acetic acid: 50 mg/mL, 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.2 mg/mL, H₂O: insoluble, 0.1 M HCl: 20 mg/mL
color white to beige	color -	color white to off-white	color white to off-white
Gene Information human ... ADRB1(153)	Gene Information human ... ADRB1(153)	Gene Information human ... ADRB1(153) rat ... Adrb1(24925)	Gene Information human ... ADRB1(153), ADRB2(154), HTR1A(3350)
optical activity [α]23/D −10.5°, c = 0.5 in H₂O(lit.)	optical activity -	optical activity -	optical activity -

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Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

Eyeshields, Gloves, type N95 (US)

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(S)-(−)-Atenolol

powder

Select a Size

About This Item

form

Quality Segment

optical activity

color

mp

solubility

SMILES string

InChI

InChI key

Gene Information

Application

Biochem/physiol Actions

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Safety Information

Storage Class

WGK

Flash Point (°F)

Flash Point (°C)

PPE (personal protective equipment)

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Certificates of Analysis (COA)

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