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Details

Stereochemistry UNKNOWN
Molecular Formula C12H17NO3
Molecular Weight 223.2683
Optical Activity ( - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BUCETIN, (-)-

SMILES

CCOC1=CC=C(NC(=O)CC(C)O)C=C1

InChI

InChIKey=LIAWQASKBFCRNR-UHFFFAOYSA-N
InChI=1S/C12H17NO3/c1-3-16-11-6-4-10(5-7-11)13-12(15)8-9(2)14/h4-7,9,14H,3,8H2,1-2H3,(H,13,15)

HIDE SMILES / InChI

Description
Curator's Comment: http://www.genome.jp/dbget-bin/www_bget?D01116 http://www.drugfuture.com/chemdata/bucetin.html

Bucetin [(3-hydroxy-p-butyrophenetidide) CAS: 1083-57-4) is a homologue to phenacetin and is used instead of phenacetin as an analgesic drug because of its lower toxicity than that of phenacetin, despite having equivalent analgesic activity when used at an appropriate dose. Dysplastic lesions of the proximal tubules were frequently seen in the males given bucetin in a dose-related fashion.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Betadid

Approved Use

Unknown
Primary
Betadid

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Carcinogenicity of bucetin in (C57BL/6 X C3H)F1 mice.
1987-11
Drug absorption, metabolism, and excretion. 3. Synthesis of the metabolites of bucetin (beta-hydroxybutyro-p-phenetidide).
1968-11
Drug absorption, metabolism, and excretion. II. Metabolism of bucetin (beta-hydroxybutyro-p-phenetidide) in rabbits.
1968-09
Studies on absorption and excretion of drug. 8. The release rate in vivo of antipyretic and analgesic drugs from commercial sugar coated tablets.
1967-07
[Study on Butylon, a new combined analgesic, with special reference to the analgesic potentiation between o-ethoxybenzamide and 3-hydroxy-p-burtyrophenetidide (Bucetin)].
1966-05-20
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: The tablet contains bucetin 100 mg, ethoxybenzamide 100 mg, Al-acetylsalicylate 180 mg (https://www.jstage.jst.go.jp/article/cpb1958/15/7/15_7_1002/_pdf)
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Curator's Comment: https://www.jstage.jst.go.jp/article/cpb1958/33/7/33_7_2877/_pdf
Unknown
Name Type Language
BUCETIN, (-)-
Common Name English
(-)-BUCETIN
Preferred Name English
BUTANAMIDE, N-(4-ETHOXYPHENYL)-3-HYDROXY-, (-)-
Systematic Name English
Code System Code Type Description
CAS
156674-10-1
Created by admin on Mon Mar 31 23:13:18 GMT 2025 , Edited by admin on Mon Mar 31 23:13:18 GMT 2025
PRIMARY
FDA UNII
PLF54F8S2F
Created by admin on Mon Mar 31 23:13:18 GMT 2025 , Edited by admin on Mon Mar 31 23:13:18 GMT 2025
PRIMARY