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ChemicalBook--->CAS DataBase List--->60607-34-3

60607-34-3

60607-34-3 Structure

60607-34-3 Structure
IdentificationMore
[Name]

Oxatomide
[CAS]

60607-34-3
[Synonyms]

1-[3-[4-(DIPHENYLMETHYL)-1-PIPERAZINYL]PROPYL]-1,3-DIHYDRO-2H-BENZIMIDAZOL-2-ONE
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
r35443
tinset
Celtect
Cobiona
Dasten
Tinse
1-[3-[4-(Diphmylmethyl)-1-piperazirlyI]propyl]-1,3-dihydro-2H-benzimidazol-2one
Cenacert
Fensedyl
KW-4354:McN-JR-35443
Truxa
[EINECS(EC#)]

262-320-9
[Molecular Formula]

C27H30N4O
[MDL Number]

MFCD00211147
[Molecular Weight]

426.55
[MOL File]

60607-34-3.mol
Chemical PropertiesBack Directory
[Appearance]

White Powder
[Melting point ]

153.60C
[Boiling point ]

541.98°C (rough estimate)
[density ]

1.1239 (rough estimate)
[refractive index ]

1.6000 (estimate)
[storage temp. ]

Refrigerator
[solubility ]

DMSO: soluble
[form ]

White solid.
[pka]

12.20±0.30(Predicted)
[color ]

white
[Usage]

Orally active anti-allergic agent; related structurally to cinnarizine and having a novel biphasic mode of action
[CAS DataBase Reference]

60607-34-3(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xn,Xi
[Risk Statements ]

R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[RTECS ]

DE2276000
[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.
[Toxicity]

LD50 in guinea pigs, mice, rats (mg/kg): 320, >2560, >2560 orally; 23, 27, 30 i.v. (Richards)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Triethylamine-->Xylene-->Potassium iodide-->o-Phenylenediamine-->4-Methyl-2-pentanone-->1-Bromo-3-chloropropane-->Benzimidazole-->1-BENZHYDRYLPIPERAZINE
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Oxatomide(60607-34-3).msds
Hazard InformationBack Directory
[Chemical Properties]

White Powder
[Originator]

Tinset,Janssen,W. Germany ,1981
[Uses]

Inhibits the release and actions of leukotrienes
[Uses]

Orally active anti-allergic agent; related structurally to cinnarizine and having a novel biphasic mode of action
[Uses]

Orally active anti-allergic agent; related structurally to cinnarizine and having a novel biphasic mode of action.
[Definition]

ChEBI: Oxatomide is a member of the class of benzimidazoles that is 1,3-dihydro-2H-benzimidazol-2-one substituted by a 3-[4-(diphenylmethyl)piperazin-1-yl]propyl group at position 1. It is an anti-allergic drug. It has a role as a geroprotector, a H1-receptor antagonist, an anti-allergic agent, an anti-inflammatory agent and a serotonergic antagonist. It is a N-alkylpiperazine, a member of benzimidazoles and a diarylmethane.
[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.
[Therapeutic Function]

Antiallergic
[Synthesis]

Oxatomide is synthesized by alkylation of 1-diphenylmethylpiperazine with 1-(3-chloropropyl)-1,3-dihydro-2Hbenzimidazol- 2-one in the presence of Na2CO3 . In addition to its histamine H1 receptor antagonistic effect, oxatomide may have mast-cell stabilizing activities .
[storage]

Store at -20°C
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

60607-34-3(sigmaaldrich)
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