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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
[Biological Activity]

Oxatomidefound in several antihistaminescan suppress mast cell degranulation. It can be used as an alternative to individuals with allergic rhinitis who do not or poorly respond to more established antihistamines. Oxatomide exhibits both antihistamine and anti-inflammatory properties. It exhibits therapeutic effects against asthma and vulvar lichen sclerosus.''Oxatomide is an anti-allergy compound. It suppresses platelet activating factor (PAF)-induced bronchoconstriction and inhibits leukotriene production.
[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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