60607-34-3

Basic information

• Product Name: Oxatomide
• Synonyms: OXATOMIDE;1-(3-(4-(diphenylmethyl)-1-piperazinyl)propyl)-1,3-dihydro-2h-benzimidazol-2;1-(3-(4-(diphenylmethyl)-1-piperazinyl)propyl)-2-benzimidazolinone;1,3-dihydro-1-(3-(4-(diphenylmethyl)-1-piperazinyl)propyl)-2h-benzimidazol-2-on;2h-benzimidazol-2-one,1,3-dihydro-1-(3-(4-(diphenylmethyl)-1-piperazinyl)propy;kw-4354;oxatimide;oxatomida
• CAS NO: 60607-34-3
• Molecular Formula: C₂₇H₃₀N₄O
• Molecular Weight: 426.55
• EINECS: 262-320-9
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 60607-34-3.mol
• Article Data: 2

Chemical Properties

• Melting Point: 153.60C
• Boiling Point: 541.98°C (rough estimate)
• Flash Point: 329.4 °C
• Appearance: white/
• Density: 1.1239 (rough estimate)
• Vapor Pressure: 5.1E-16mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• Storage Temp.: Refrigerator
• Solubility: DMSO: soluble
• PKA: 12.20±0.30(Predicted)
• CAS DataBase Reference: Oxatomide(CAS DataBase Reference)
• NIST Chemistry Reference: Oxatomide(60607-34-3)
• EPA Substance Registry System: Oxatomide(60607-34-3)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: DE2276000
• Hazardous Substances Data: 60607-34-3(Hazardous Substances Data)

Usage

Chemical Properties

White Powder

Originator

Tinset,Janssen,W. Germany ,1981

Uses

Different sources of media describe the Uses of 60607-34-3 differently. You can refer to the following data:
1. Orally active anti-allergic agent; related structurally to cinnarizine and having a novel biphasic mode of action.
2. Orally active anti-allergic agent; related structurally to cinnarizine and having a novel biphasic mode of action
3. Inhibits the release and actions of leukotrienes

Manufacturing Process

A mixture of 53 parts of 1-(3chloropropyl)-2H-benzimidazol-2one, 5 parts of 1-(diphenylmethyl)piperazine, 6.4 parts of sodium bicarbonate and 200 parts of 4-methyl-2-pentanone is stirred and refluxed overnight with waterseparator. After cooling, water is added and the layers are separated. The 4methyl-2pentanone phase is dried, filtered and evaporated. The residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and 5% of methanol as eluent. The pure fractions are collected and the eluent is evaporated. The oily residue is crystallized from a mixture of 2,2'-oxybispropane and a small amount of 2-propanol. The product is filtered off and dried, yielding 1-[3-[4-(diphenylmethyl)-1piperazinyl]propyl]-2H-benzimidazole-2-one; melting point 153.6°C.

Safety Profile

Poison by ingestion, intraperitoneal, and intravenous routes. An experimental teratogen. Experimental reproductive effects. Used to treat allergies and asthma. When heated to decomposition it emits toxic fumes of NOx.

InChI:InChI=1/C27H30N4O/c32-27-28-24-14-7-8-15-25(24)31(27)17-9-16-29-18-20-30(21-19-29)26(22-10-3-1-4-11-22)23-12-5-2-6-13-23/h1-8,10-15,26H,9,16-21H2,(H,28,32)

Upstream product

• 776-74-9 Bromodiphenylmethane 
• 52099-72-6 1,3-dihydro-1-(1-methylethenyl)-2H-benzimidazol-2-one 
• 100460-83-1 N-ethoxycarbonyl-N-<3-(4-diphenylmethylpiperazin-1-yl)prop-1-yl>-o-nitroaniline 
• 100460-85-3 (2-Amino-phenyl)-(3-chloro-propyl)-carbamic acid ethyl ester 
• 62781-00-4 1-(3-chloropropyl)2-nitroaniline 
• 841-77-0 diphenylmethylpiperazine 
• 100460-86-4 N-ethoxycarbonyl-N-<3-(4-diphenylmethylpiperazin-1-yl)prop-1-yl>-o-phenylenediamine 
• 62780-89-6 1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one 
• 102552-76-1 1-benzhydryl-4-(ethoxycarbonyl)piperazine 
• 100460-82-0 (3-Chloro-propyl)-(2-nitro-phenyl)-carbamic acid ethyl ester 

Relevant articles and documents

TRICYCLIC ANALOGUES OF THE ANTIALLERGIC AGENT OXATOMIDE: 1-(3-(4-(10,11-DIHYDRO-5H-DIBENZOCYCLOHEPTENE-5-YL)-1-PIPERAZINYL)PROPYL)-1,3-DIHYDRO-2H-BENZIMIDAZOL-2-ONE AND THE RELATED 6,11-DIHYDRODIBENZOTHIEPIN, 4,9-DIHYDROTHIENO-2-BENZOTHIEPIN, AND ...

11-Chloro-6,11-dihydrodibenzothiepin and its 2-methyl derivative VI were transformed via the 11-(4-(ethoxycarbonyl)-1-piperazinyl) compounds IVc and Vc to 11-(1-piperazinyl) compounds IVb and Vb.Their reactions with 1-(3-chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one (II) afforded the title compounds IVa and IVb.Similar reactions and sequences in the series of 10,11-dihydro-5H-dibenzocycloheptene, 4,9-dihydrothieno-2-benzothiepin, and 10,11-dihydrodibenzothiepin led to further oxatomide (Ia) analogues IIIa and VIIa-XIa.In the test of passivecutaneous anaphylaxis in rats, compound VIIIa was more active than Ia, and IVa had similar activity like Ia.