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Details

Stereochemistry RACEMIC
Molecular Formula C15H25NO3.ClH
Molecular Weight 303.825
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BUTOXAMINE HYDROCHLORIDE

SMILES

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

InChI

InChIKey=URPAECSKKQLCII-LPJGFKLNSA-N
InChI=1S/C15H25NO3.ClH/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;1H/t10-,14-;/m0./s1

HIDE SMILES / InChI

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

Molecular Formula C15H25NO3
Molecular Weight 267.3639
Charge 0
Count
Stereochemistry RACEMIC
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 17:46:45 GMT 2023
Edited
by admin
on Fri Dec 15 17:46:45 GMT 2023
Record UNII
2O68ZJ8BLQ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BUTOXAMINE HYDROCHLORIDE
USAN  
USAN  
Official Name English
BENZENEMETHANOL, .ALPHA.-(1-((1,1-DIMETHYLETHYL)AMINO)ETHYL)-2,5-DIMETHOXY-, (R*,S*)-, HYDROCHLORIDE, (±)-
Common Name English
BW 64-9
Code English
BW 64 9
Code English
α-[1-(tert-Butylamino)ethyl]-2,5-dimethoxybenzyl alcohol hydrochloride
Systematic Name English
BW- 64-9
Code English
NSC-106565
Code English
BW-64-9
Code English
BUTAXAMINE HYDROCHLORIDE
Common Name English
BUTOXAMINE HYDROCHLORIDE [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29576
Created by admin on Fri Dec 15 17:46:45 GMT 2023 , Edited by admin on Fri Dec 15 17:46:45 GMT 2023
Code System Code Type Description
NSC
106565
Created by admin on Fri Dec 15 17:46:45 GMT 2023 , Edited by admin on Fri Dec 15 17:46:45 GMT 2023
PRIMARY
ECHA (EC/EINECS)
227-169-5
Created by admin on Fri Dec 15 17:46:45 GMT 2023 , Edited by admin on Fri Dec 15 17:46:45 GMT 2023
PRIMARY
EPA CompTox
DTXSID60897115
Created by admin on Fri Dec 15 17:46:45 GMT 2023 , Edited by admin on Fri Dec 15 17:46:45 GMT 2023
PRIMARY
CAS
5696-15-1
Created by admin on Fri Dec 15 17:46:45 GMT 2023 , Edited by admin on Fri Dec 15 17:46:45 GMT 2023
PRIMARY
PUBCHEM
6602683
Created by admin on Fri Dec 15 17:46:45 GMT 2023 , Edited by admin on Fri Dec 15 17:46:45 GMT 2023
PRIMARY
ChEMBL
CHEMBL289093
Created by admin on Fri Dec 15 17:46:45 GMT 2023 , Edited by admin on Fri Dec 15 17:46:45 GMT 2023
PRIMARY
NCI_THESAURUS
C64184
Created by admin on Fri Dec 15 17:46:45 GMT 2023 , Edited by admin on Fri Dec 15 17:46:45 GMT 2023
PRIMARY
FDA UNII
2O68ZJ8BLQ
Created by admin on Fri Dec 15 17:46:45 GMT 2023 , Edited by admin on Fri Dec 15 17:46:45 GMT 2023
PRIMARY
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