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Details

Stereochemistry RACEMIC
Molecular Formula C15H25NO3
Molecular Weight 267.3639
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BUTOXAMINE

SMILES

COC1=CC([C@@H](O)[C@H](C)NC(C)(C)C)=C(OC)C=C1

InChI

InChIKey=TWUSDDMONZULSC-HZMBPMFUSA-N
InChI=1S/C15H25NO3/c1-10(16-15(2,3)4)14(17)12-9-11(18-5)7-8-13(12)19-6/h7-10,14,16-17H,1-6H3/t10-,14-/m0/s1

HIDE SMILES / InChI

Molecular Formula C15H25NO3
Molecular Weight 267.3639
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Butoxamine is a selective antagonist of the beta2 adrenergic receptor. It was discovered in laboratories of Farbwerke Hoechst. Administration of 25-50 mg subcutaneously or 50-150 mg orally induced mescaline syndrome, disorders of consciousness and a psychotic episode with amnesia. At an oral dose of 5 mg, butoxamine inhibited metabolic changes induced by fasting and administration of catecholamines. Butoxamine was not developed further and is mainly used in biomedical research to study the functional role of beta2 receptors.

Approval Year

Substance Class Chemical
Created
by admin
on Fri Dec 15 19:01:06 UTC 2023
Edited
by admin
on Fri Dec 15 19:01:06 UTC 2023
Record UNII
0NM31M53PW
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BUTOXAMINE
Common Name English
BENZENEMETHANOL, .ALPHA.-(1-((1,1-DIMETHYLETHYL)AMINO)ETHYL)-2,5-DIMETHOXY-, (R*,S*)-, (±)-
Common Name English
.ALPHA.-(1-(TERT-BUTYLAMINO)ETHYL)-2,5-DIMETHOXYBENZYL ALCOHOL
Systematic Name English
BUTAXAMINE
INN  
INN  
Official Name English
butaxamine [INN]
Common Name English
Code System Code Type Description
EVMPD
SUB06010MIG
Created by admin on Fri Dec 15 19:01:06 UTC 2023 , Edited by admin on Fri Dec 15 19:01:06 UTC 2023
PRIMARY
CAS
2922-20-5
Created by admin on Fri Dec 15 19:01:06 UTC 2023 , Edited by admin on Fri Dec 15 19:01:06 UTC 2023
PRIMARY
ChEMBL
CHEMBL289093
Created by admin on Fri Dec 15 19:01:06 UTC 2023 , Edited by admin on Fri Dec 15 19:01:06 UTC 2023
PRIMARY
PUBCHEM
134495
Created by admin on Fri Dec 15 19:01:06 UTC 2023 , Edited by admin on Fri Dec 15 19:01:06 UTC 2023
PRIMARY
INN
2003
Created by admin on Fri Dec 15 19:01:06 UTC 2023 , Edited by admin on Fri Dec 15 19:01:06 UTC 2023
PRIMARY
FDA UNII
0NM31M53PW
Created by admin on Fri Dec 15 19:01:06 UTC 2023 , Edited by admin on Fri Dec 15 19:01:06 UTC 2023
PRIMARY
EPA CompTox
DTXSID70896997
Created by admin on Fri Dec 15 19:01:06 UTC 2023 , Edited by admin on Fri Dec 15 19:01:06 UTC 2023
PRIMARY
WIKIPEDIA
Butaxamine
Created by admin on Fri Dec 15 19:01:06 UTC 2023 , Edited by admin on Fri Dec 15 19:01:06 UTC 2023
PRIMARY
NCI_THESAURUS
C166428
Created by admin on Fri Dec 15 19:01:06 UTC 2023 , Edited by admin on Fri Dec 15 19:01:06 UTC 2023
PRIMARY
SMS_ID
100000088607
Created by admin on Fri Dec 15 19:01:06 UTC 2023 , Edited by admin on Fri Dec 15 19:01:06 UTC 2023
PRIMARY
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SALT/SOLVATE -> PARENT
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ACTIVE MOIETY