REPROTEROL HYDROCHLORIDE

Details

Stereochemistry	RACEMIC
Molecular Formula	C18H23N5O5.ClH
Molecular Weight	425.867
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.CN1C2=C(N(CCCNCC(O)C3=CC(O)=CC(O)=C3)C=N2)C(=O)N(C)C1=O

InChI

InChIKey=XSFWDHONRBZVEJ-UHFFFAOYSA-N

InChI=1S/C18H23N5O5.ClH/c1-21-16-15(17(27)22(2)18(21)28)23(10-20-16)5-3-4-19-9-14(26)11-6-12(24)8-13(25)7-11;/h6-8,10,14,19,24-26H,3-5,9H2,1-2H3;1H

HIDE SMILES / InChI

Molecular Formula	C18H23N5O5
Molecular Weight	389.4057
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22198635 | https://www.ncbi.nlm.nih.gov/pubmed/18677973 | https://www.ncbi.nlm.nih.gov/pubmed/10364735

Reproterol is a short-acting β2 adrenoreceptor agonist used in the treatment of asthma. Reproterol increases the generation of cAMP in isolated peripheral blood monocytes in vitro more effectively than does orciprenaline. In the presence of the highly potent but nonselective ß-antagonist, propranolol, the cAMP-generating action of reproterol was inhibited only partially. Reproterol has gained wide use when it was licensed as a fixed combination therapy with cromoglycate. Until today, the bronchodilator effects of reproterol and the bronchoprotective and anti-inflammatory actions of cromoglycate combined in one inhaler remain the successful fixed combination of a disease-modifying and symptomatic drug for the treatment of asthma.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Beta-2 adrenergic receptor 203 Target ID: CHEMBL210 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10364735\|https://www.ncbi.nlm.nih.gov/pubmed/15219266\|https://www.ncbi.nlm.nih.gov/pubmed/4074604	Agonist 2678
Phosphodiesterase, mouse 2 Target ID: Phosphodiesterase, mouse Sources: https://www.ncbi.nlm.nih.gov/pubmed/15219266	Inhibitor 8297		52.0 µM [IC50]

PubMed

Title	Date	PubMed
Screening of beta-2 agonists and confirmation of fenoterol, orciprenaline, reproterol and terbutaline with gas chromatography-mass spectrometry as tetrahydroisoquinoline derivatives.	2001 Feb 10	11232861
[Exercise-induced asthma. The spray belongs in the "athletic shoe"].	2001 Jul 19	11499151
Conductimetric determination of reproterol HCl and pipazethate HCl and salbutamol sulphate in their pharmaceutical formulations.	2001 Oct	11489383
Prevention of exercise-induced asthma by a fixed combination of disodium cromoglycate plus reproterol compared with montelukast in young patients.	2008	18677973
Exercise-induced asthma: critical analysis of the protective role of montelukast.	2009 Oct 22	21437147

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:20:04 UTC 2023` Edited by `admin` on `Fri Dec 15 15:20:04 UTC 2023`
Record UNII	Y4I1COJ8W8
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

REPROTEROL HYDROCHLORIDE

Official Name

English

BRONCHODIL

Brand Name

English

REPROTEROL HYDROCHLORIDE [USAN]

Common Name

English

7-[3-[(β,3,5-Trihydroxyphenethyl)amino]propyl]theophylline monohydrochloride

Systematic Name

English

Reproterol hydrochloride [WHO-DD]

Common Name

English

D-1959.HCL

Code

English

REPROTEROL HYDROCHLORIDE [MI]

Common Name

English

ASMATEROLO

Brand Name

English

1H-PURINE-2,6-DIONE, 7-(3-((2-(3,5-DIHYDROXYPHENYL)-2-HYDROXYETHYL)AMINO)PROPYL)-3,7-DIHYDRO-1,3-DIMETHYL-, HYDROCHLORIDE (1:1)

Systematic Name

English

1H-PURINE-2,6-DIONE, 7-(3-((2-(3,5-DIHYDROXYPHENYL)-2-HYDROXYETHYL)AMINO)PROPYL)-3,7-DIHYDRO-1,3-DIMETHYL-, MONOHYDROCHLORIDE

Systematic Name

English

THEOPHYLLINE, 7-(3-((.BETA.,3,5-TRIHYDROXYPHENETHYL)AMINO)PROPYL)-, HYDROCHLORIDE

Systematic Name

English

BRONCHOSPASMIN

Brand Name

English

W-2946M

Code

English

D-1959 HYDROCHLORIDE

Code

English

REPROTEROL HYDROCHLORIDE [MART.]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C319