Phenbutamide

Base Information

• Chemical Name: Phenbutamide
• CAS No.: 3149-00-6
• Molecular Formula: C11H16 N2 O3 S
• Molecular Weight: 256.326
• Hs Code.: 2935009090
• European Community (EC) Number: 221-578-2
• UNII: I23UW1437S
• DSSTox Substance ID: DTXSID10185392
• Nikkaji Number: J9.523K
• Wikidata: Q27280271
• Mol file: 3149-00-6.mol

Synonyms:PHENBUTAMIDE;3149-00-6;1-(benzenesulfonyl)-3-butylurea;1-Benzolsulfonyl-3-butylurea;fenbutamide;Diaperos;BRN 2217201;1-Butyl-3-(phenylsulphonyl)urea;EINECS 221-578-2;Urea, 1-butyl-3-(phenylsulfonyl)-;UNII-I23UW1437S;C11H16N2O3S;N-Benzene sulfonyl-N'-n-butyl uree [French];I23UW1437S;N-Benzene sulfonyl-N'-n-butyl uree;Benzenesulfonamide, N-[(butylamino)carbonyl]-;4-11-00-00074 (Beilstein Handbook Reference);Benzenesulfonamide, N-((butylamino)carbonyl)-;IPOGLON;PHENBUTAMIDE [MI];SCHEMBL184964;DTXSID10185392;CHEBI:135054;N-Butyl-N'-benzolsulfonylharnstoff;N-BENZENESULFONYL-N'-BUTYLUREA;AKOS030586441;CCG-357648;1-BUTYL-3-(PHENYLSULFONYL)UREA;LS-159273;Q27280271;Z425552844

Chemical Property of Phenbutamide

Chemical Property:

• Melting Point: 130-132°
• Refractive Index: 1.5650 (estimate)
• Boiling Point: °Cat760mmHg
• PKA: 5.02±0.10(Predicted)
• Flash Point: °C
• PSA: 87.14000
• Density: 1.209g/cm³
• LogP: 3.15070
• Water Solubility.: 230.6mg/L(37 oC)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 256.08816355
• Heavy Atom Count: 17
• Complexity: 329

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCNC(=O)NS(=O)(=O)C1=CC=CC=C1

Technology Process of Phenbutamide

There total 7 articles about Phenbutamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.0%

benzenesulfonamide (98-10-2) + S-methyl N-butylthiocarbamate (39078-72-3) → phenbutamide (3149-00-6)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; at 110 ℃; for 4h;

DOI:10.1080/00397910008086914

Reference yield: 72.0%

benzenesulfonamide (98-10-2) + n-butyl isocyanide (111-36-4) → phenbutamide (3149-00-6)

Guidance literature:

With boron trifluoride diethyl etherate; In diethyl ether; Ambient temperature;

Reference yield:

benzenesulfonamide (98-10-2) → phenbutamide (3149-00-6)

Guidance literature:

DOI:10.1021/jo01100a622

upstream raw materials:

benzenesulfonamide

N-butylcarbamoyl chloride

Ethyl N-(Benzenesulphonyl)carbamate

N-butylamine

Refernces

• 1、 Mizuno, Takumi,Kino, Takanobu,Ito, Takatoshi,Miyata, Toshiyuki. "Synthesis of sulfonylurea derivatives used as oral antidiabetics by the selenium-assisted carbonylation using carbon monoxide with sulfur". . p. 3081 - 3089. Retrieved 2007/10/03.