CAS 26652-09-5|4-[(1R,2S)-1-hydroxy-2-{[2-(4-hydroxyphenyl)ethyl]amino}propyl]phenol|Ritodrine Hcl|Ritodrine Hydrochloride|4-[(1R,2S)-1-hydroxy-2-{[2-(4-hydroxyphenyl)ethyl]amino}propyl]phenol|Ritod...

General Information

Structure

Molecular Formula

C₁₇H₂₁NO₃

Molecular Mass

287.35354

Exact Mass

287.15214354

Charge

InChI

InChI=1S/C17H21NO3/c1-12(17(21)14-4-8-16(20)9-5-14)18-11-10-13-2-6-15(19)7-3-13/h2-9,12,17-21H,10-11H2,1H3/t12-,17-/m0/s1

InChIKey

IOVGROKTTNBUGK-SJCJKPOMSA-N

Canonic Smiles

Oc1ccc(cc1)CCN[C@H]([C@@H](c1ccc(cc1)O)O)C

Isomeric Smiles

O[C@@H]([C@@H](NCCc1ccc(O)cc1)C)c1ccc(O)cc1

Calculated Properties

JChem

Acid pKa

9.154391

H Acceptors

H Donor

LogD (pH = 5.5)

-0.4678472

LogD (pH = 7.4)

0.5068871

Log P

1.8155849

Molar Refractivity

83.0167

Polarizability

32.40149

Polar Surface Area

72.72

Rotatable Bonds

Lipinski's Rule of Five

true

ALOGPS 2.1

Log P

1.53

LOG S

-3.21

Solubility (Water)

1.79e-01 g/l

Data Source

Academic Data

Data Source

Names and Identifiers

IUPAC Traditional name

4-[(1R,2S)-1-hydroxy-2-{[2-(4-hydroxyphenyl)ethyl]amino}propyl]phenol

IUPAC name

4-[(1R,2S)-1-hydroxy-2-{[2-(4-hydroxyphenyl)ethyl]amino}propyl]phenol

Synonyms

Ritodrine HclRitodrine HydrochlorideRitodrineRitodrina [INN-Spanish]Ritodrinium [INN-Latin]

Brand Name

YutoparYutopar S.R

Names and Identifiers

Registration numbers

PubChem SID

46505273160964208

CAS Number

26652-09-5

PubChem CID

33572

Registration numbers

Properties

Physical Property

Hydrophobicity(logP)

2.4

Solubility

Complete

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

DrugBank

DB00867

Drug Groups

approved

Description

Adrenergic beta-agonist used to control premature labor. [PubChem]

Indication

For the treatment and prophylaxis of premature labour

Pharmacology

Beta-2 adrenergic receptors are located at sympathetic neuroeffector junctions of many organs, including uterus. Ritodrine is beta-2 adrenergic agonist. It stimulates beta-2 adrenergic receptor, increases cAMP level and decreases intracellular calcium concentration. The decrease of calcium concentration leads to a relaxation of uterine smooth muscle and, therefore, a decrease in premature uterine contractions.

Toxicity

LD₅₀=64mg/kg (mice, IV); LD₅₀=540 mg/kg (mice, oral); LD₅₀=85 mg/kg (rat, IV)

Affected Organisms

Humans and other mammals

Biotransformation

Hepatic, by both the mother and fetus

Half Life

1.7-2.6 hours

Protein Binding

~56%

External Links

• [Wikipedia]