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3-HYDROXY-P-BUTYROPHENETIDINE

CAS No.1083-57-4
Chemical Name:3-HYDROXY-P-BUTYROPHENETIDINE
CBNumber:CB1168297
Molecular Formula:C12H17NO3
Formula Weight:223.27
MOL File:1083-57-4.mol

3-HYDROXY-P-BUTYROPHENETIDINE Property

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 Solid
pka 14.07±0.70(Predicted)
color White to Off-White
Merck 14,1458
CAS DataBase Reference 1083-57-4
FDA UNII 6M7CVQ8PF8
ATC code N02BE04
EPA Substance Registry System Butanamide, N-(4-ethoxyphenyl)-3-hydroxy- (1083-57-4)
UNSPSC Code 41116107
NACRES NA.24

Safety

Hazard Codes :T
Risk Statements :45-46-20/21/22
Safety Statements :53-22-36/37/39-45
WGK Germany :3
RTECS :EU0900000
HS Code :2924.29.7790
Toxicity :LD50 in mice (mg/kg): 790 i.p., 2800 orally (Fujimura)

NFPA 704:

	0
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordDanger
Hazard statements H312+H332-H350
Precautionary statements P201-P202-P280-P302+P352+P312-P304+P340+P312-P308+P313

3-HYDROXY-P-BUTYROPHENETIDINE Price More Price(2)

Brand: Sigma-Aldrich(India)
Product number: B4027
Product name : Bucetin
Purity: analytical standard
Packaging: 10G
Price: ₹2803.68
Updated: 2022/06/14
Buy: Buy

Brand: TCI Chemicals (India)
Product number: H0371
Product name : 3-Hydroxy-p-butyrophenetidine
Purity: min. 98.0 %
Packaging: 25G
Price: ₹2000
Updated: 2022/05/26
Buy: Buy

3-HYDROXY-P-BUTYROPHENETIDINE Chemical Properties,Usage,Production

Originator Bucetin,ZYF Pharm Chemical
Uses Bucetin is an antipyretic and analgesic drug that is chemically similar to phenacetin. The use of Bucetin has been withdrawn due to renal toxicity.
Uses 3-Hydroxy-p-butyrophenetidine is an antipyretic and analgesic drug that is chemically similar to phenacetin (P294580). The use of 3-Hydroxy-p-butyrophenetidine has been withdrawn due to renal toxicity.
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.