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

Details

Stereochemistry RACEMIC
Molecular Formula C18H29NO3
Molecular Weight 307.4278
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BUTAMIRATE

SMILES

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

InChI

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

HIDE SMILES / InChI

Molecular Formula C18H29NO3
Molecular Weight 307.4278
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

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
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:06:19 UTC 2023
Edited
by admin
on Sat Dec 16 17:06:19 UTC 2023
Record UNII
M75MZG2236
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BUTAMIRATE
INN   MI   WHO-DD  
INN  
Official Name English
BUTAMIRATE [MI]
Common Name English
BENZENEACETIC ACID, .ALPHA.-ETHYL-2-(2-(DIETHYLAMINO)ETHOXY)ETHYL ESTER
Common Name English
butamirate [INN]
Common Name English
CODIMIN
Brand Name English
2-(2-(DIETHYLAMINO)ETHOXY)ETHYL 2-PHENYLBUTYRATE
Systematic Name English
Butamirate [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C66917
Created by admin on Sat Dec 16 17:06:20 UTC 2023 , Edited by admin on Sat Dec 16 17:06:20 UTC 2023
WHO-VATC QR05DB13
Created by admin on Sat Dec 16 17:06:20 UTC 2023 , Edited by admin on Sat Dec 16 17:06:20 UTC 2023
WHO-ATC R05DB13
Created by admin on Sat Dec 16 17:06:20 UTC 2023 , Edited by admin on Sat Dec 16 17:06:20 UTC 2023
Code System Code Type Description
EVMPD
SUB06000MIG
Created by admin on Sat Dec 16 17:06:20 UTC 2023 , Edited by admin on Sat Dec 16 17:06:20 UTC 2023
PRIMARY
RXCUI
19862
Created by admin on Sat Dec 16 17:06:20 UTC 2023 , Edited by admin on Sat Dec 16 17:06:20 UTC 2023
PRIMARY RxNorm
EPA CompTox
DTXSID7048403
Created by admin on Sat Dec 16 17:06:20 UTC 2023 , Edited by admin on Sat Dec 16 17:06:20 UTC 2023
PRIMARY
WIKIPEDIA
BUTAMIRATE
Created by admin on Sat Dec 16 17:06:20 UTC 2023 , Edited by admin on Sat Dec 16 17:06:20 UTC 2023
PRIMARY
PUBCHEM
28892
Created by admin on Sat Dec 16 17:06:20 UTC 2023 , Edited by admin on Sat Dec 16 17:06:20 UTC 2023
PRIMARY
ChEMBL
CHEMBL1332546
Created by admin on Sat Dec 16 17:06:20 UTC 2023 , Edited by admin on Sat Dec 16 17:06:20 UTC 2023
PRIMARY
NCI_THESAURUS
C81596
Created by admin on Sat Dec 16 17:06:20 UTC 2023 , Edited by admin on Sat Dec 16 17:06:20 UTC 2023
PRIMARY
MESH
C006841
Created by admin on Sat Dec 16 17:06:20 UTC 2023 , Edited by admin on Sat Dec 16 17:06:20 UTC 2023
PRIMARY
DRUG BANK
DB13731
Created by admin on Sat Dec 16 17:06:20 UTC 2023 , Edited by admin on Sat Dec 16 17:06:20 UTC 2023
PRIMARY
MERCK INDEX
m2786
Created by admin on Sat Dec 16 17:06:20 UTC 2023 , Edited by admin on Sat Dec 16 17:06:20 UTC 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
242-005-2
Created by admin on Sat Dec 16 17:06:20 UTC 2023 , Edited by admin on Sat Dec 16 17:06:20 UTC 2023
PRIMARY
DRUG CENTRAL
442
Created by admin on Sat Dec 16 17:06:20 UTC 2023 , Edited by admin on Sat Dec 16 17:06:20 UTC 2023
PRIMARY
INN
2704
Created by admin on Sat Dec 16 17:06:20 UTC 2023 , Edited by admin on Sat Dec 16 17:06:20 UTC 2023
PRIMARY
SMS_ID
100000088476
Created by admin on Sat Dec 16 17:06:20 UTC 2023 , Edited by admin on Sat Dec 16 17:06:20 UTC 2023
PRIMARY
CAS
18109-80-3
Created by admin on Sat Dec 16 17:06:20 UTC 2023 , Edited by admin on Sat Dec 16 17:06:20 UTC 2023
PRIMARY
FDA UNII
M75MZG2236
Created by admin on Sat Dec 16 17:06:20 UTC 2023 , Edited by admin on Sat Dec 16 17:06:20 UTC 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
Related Record Type Details
ACTIVE MOIETY