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1083-57-4

1083-57-4 Structure

1083-57-4 Structure
IdentificationBack Directory
[Name]

3-HYDROXY-P-BUTYROPHENETIDINE
[CAS]

1083-57-4
[Synonyms]

betadid
BUCETIN
BUCETINE
LABOTEST-BB LT00771786
3-hydroxy-p-butyrophenetidid
3-hydroxybutyr-4-phenetidide
3-HYDROXY-P-BUTYROPHENETIDIDE
3-HYDROXY-P-BUTYROPHENETIDINE
4'-ETHOXY-3-HYDROXYBUTYRANILIDE
4’-ethoxy-3-hydroxy-butyranilid
PARA-BUTYROPHENTIDIDE,3-HYDROXY-
beta-oxybuttersaeure-p-phenetidid
N-(3-HYDROXYBUTYRYL)-P-PHENETIDINE
3-HYDROXY-P-BUTYROPHENETIDINE 99+%
3-Hydroxy-p-butyrophenetidine
beta-hydroxybutyricacid-p-phenetidide
n-(4-ethoxyphenyl)-3-hydroxy-butanamid
BETA-HYDROXYBUTYRIC ACID P-PHENETIDINE
N-(4-ETHOXYPHENYL)-3-HYDROXYBUTANAMIDE
N-(4-ethoxyphenyl)-3-hydroxy-butyramide
4'-Ethoxy-3-hydroxybutyranilide N-(3-Hydroxybutyryl)-p-phenetidine
[EINECS(EC#)]

214-109-8
[Molecular Formula]

C12H17NO3
[MDL Number]

MFCD00021906
[MOL File]

1083-57-4.mol
[Molecular Weight]

223.27
Chemical PropertiesBack Directory
[Melting point ]

160 °C
[Boiling point ]

364.56°C (rough estimate)
[density ]

1.1223 (rough estimate)
[refractive index ]

1.5300 (estimate)
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
[form ]

neat
[pka]

14.07±0.70(Predicted)
[color ]

White to Off-White
[Merck ]

14,1458
[CAS DataBase Reference]

1083-57-4
[EPA Substance Registry System]

Butanamide, N-(4-ethoxyphenyl)-3-hydroxy- (1083-57-4)
Hazard InformationBack Directory
[Uses]

Bucetin is an antipyretic and analgesic drug that is chemically similar to phenacetin (P294580). The use of Bucetin has been withdrawn due to renal toxicity.
[Originator]

Bucetin,ZYF Pharm Chemical
[Definition]

ChEBI: Bucetin is an organic molecular entity.
[Manufacturing Process]

Bucetin may be prepared from acetoacetic acid p-phenetidide as follows: 5.5 parts of acetoacetic acid p-phenetidide, suspended in 600 parts by volume of methanol, are hydrogenated at 80°-85°C with a nickel catalyst supported on kiesel-guhr. When the theoretical quantity of hydrogen has been absorbed, the solution is cooled, then filtered, and the filtrate is concentrated. The solid residue is recrystallized from six times its weight of isopropanol. β- Hydroxybutyric acid p-phenetidide is obtained in an almost quantitative yield in the form of white crystals which melt at 160°C.
55 parts of acetoacetic acid p-phenetidide, suspended in 500 parts by volume of methanol, are hydrogenated with Raney nickel at 70°C. When the theoretical quantity of hydrogen has been absorbed, the solution is cooled, then filtered, and the filtrate is concentrated. The solid residue is recrystallized from six times its weight of isopropanol. 51 parts (93 % of the theoretical yield) of β-hydroxybutyric acid p-phenetidide are obtained in the form of white crystals, which are sparingly soluble in water and melt at 160°C.
A mixture of 5 g of aluminum amalgam, 5 g of acetoacetic acid p-phenetidide and 50 ml of ethanol are gently heated for 30 minutes. After filtering off the reducing agent with suction, water is added to the filtrate, and the latter is then acidified with 2 N hydrochloric acid. β-Hydroxybutyric acid p-phenetidide melting at 160°C crystallizes in almost quantitative yield in the form of white crystals.
[Brand name]

Beelin;Bonanza;Haitmin;Hoe 15239;New isomidon;Ringl-s.
[Therapeutic Function]

Analgesic
[World Health Organization (WHO)]

Bucetin is an analogue of phenacetin. See WHO comment for phenacetin.
[storage]

Store at -20°C
Safety DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

45-46-20/21/22
[Safety Statements ]

53-22-36/37/39-45
[WGK Germany ]

3
[RTECS ]

EU0900000
[TSCA ]

TSCA listed
[HS Code ]

2924.29.7790
[Toxicity]

LD50 in mice (mg/kg): 790 i.p., 2800 orally (Fujimura)
Spectrum DetailBack Directory
[Spectrum Detail]

3-HYDROXY-P-BUTYROPHENETIDINE(1083-57-4)MS
3-HYDROXY-P-BUTYROPHENETIDINE(1083-57-4)1HNMR
3-HYDROXY-P-BUTYROPHENETIDINE(1083-57-4)13CNMR
3-HYDROXY-P-BUTYROPHENETIDINE(1083-57-4)IR1
3-HYDROXY-P-BUTYROPHENETIDINE(1083-57-4)IR2
3-HYDROXY-P-BUTYROPHENETIDINE(1083-57-4)Raman
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