U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C18H29NO3.C6H8O7
Molecular Weight 499.5513
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BUTAMIRATE CITRATE

SMILES

OC(=O)CC(O)(CC(O)=O)C(O)=O.CCC(C(=O)OCCOCCN(CC)CC)C1=CC=CC=C1

InChI

InChIKey=JVKMHUAWFDGPTF-UHFFFAOYSA-N
InChI=1S/C18H29NO3.C6H8O7/c1-4-17(16-10-8-7-9-11-16)18(20)22-15-14-21-13-12-19(5-2)6-3;7-3(8)1-6(13,5(11)12)2-4(9)10/h7-11,17H,4-6,12-15H2,1-3H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)

HIDE SMILES / InChI
Butamirate (or brospamin) is a medicine used for the symptomatic treatment of non-productive (dry) cough. Butamirate is centrally acting cough suppressant which is neither chemically nor pharmacologically related to opium alkaloids. In addition to its antitussive effect, Butamirate also decreases the airway resistance. Butamirate is rapidly and completely absorbed after oral administration. Maximum concentration is reached within 9 hours with sustain release tablet. Butamirate is extremely protein bound and Plasma elimination half-life is about 13 hours. Butamirate is indicated in acute cough of any etiology, pre and post operative cough sedation for surgical procedure and bronchoscopy. Butamirate is well tolerated. In rare cases, skin rash, nausea, diarrhea, dizziness have been reported.They disappear after reduction of the dosage or discontinuation of the drug.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Butagan

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Determination of butamyrate citrate in cough preparations by derivative UV spectrophotometry and high performance liquid chromatography.
2003 Apr
[The use and safety of butamirate containing drops, syrup and depot tablets in Hungary].
2005 Mar 27
Patents

Patents

Sample Use Guides

15 ml up to 4 times daily
Route of Administration: Oral
In Vitro Use Guide
Unknown
Name Type Language
BUTAMIRATE CITRATE
MART.   MI   USAN   WHO-DD  
USAN  
Official Name English
BUTAMIRATE CITRATE [MI]
Common Name English
HH-197
Code English
ABBOTT 36581
Code English
Butamirate citrate [WHO-DD]
Common Name English
ABBOTT-36581
Code English
BUTAMIRATE CITRATE [MART.]
Common Name English
HH 197
Code English
BENZENEACETIC ACID, .ALPHA.-ETHYL-2-(2-(DIETHYLAMINO)ETHOXY)ETHYL ESTER, 2-HYDROXY-1,2,3-PROPANETRICARBOXYLATE (1:1)
Common Name English
BUTAMIRATE CITRATE [USAN]
Common Name English
2-[2-(Diethylamino)ethoxy]ethyl 2-phenylbutyrate citrate (1:1)
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C66917
Created by admin on Fri Dec 15 17:35:26 GMT 2023 , Edited by admin on Fri Dec 15 17:35:26 GMT 2023
Code System Code Type Description
ECHA (EC/EINECS)
242-006-8
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PRIMARY
MERCK INDEX
m2786
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PRIMARY Merck Index
SMS_ID
100000092153
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PRIMARY
EPA CompTox
DTXSID0046270
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PRIMARY
ChEMBL
CHEMBL1332546
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PRIMARY
FDA UNII
67HP51L98R
Created by admin on Fri Dec 15 17:35:26 GMT 2023 , Edited by admin on Fri Dec 15 17:35:26 GMT 2023
PRIMARY
EVMPD
SUB00911MIG
Created by admin on Fri Dec 15 17:35:26 GMT 2023 , Edited by admin on Fri Dec 15 17:35:26 GMT 2023
PRIMARY
PUBCHEM
28891
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PRIMARY
RXCUI
382677
Created by admin on Fri Dec 15 17:35:26 GMT 2023 , Edited by admin on Fri Dec 15 17:35:26 GMT 2023
PRIMARY RxNorm
NCI_THESAURUS
C142976
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PRIMARY
CAS
18109-81-4
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PRIMARY