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HomeProduct name listOxatomide

Oxatomide

Synonym(s):1-[3-[4-(Diphenylmethyl)-1-piperazinyl]propyl]-1,3-dihydro-2H-benzimidazol-2-one

  • CAS NO.:60607-34-3
  • Empirical Formula: C27H30N4O
  • Molecular Weight: 426.55
  • MDL number: MFCD00211147
  • EINECS: 262-320-9
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-03-19 15:37:51
Oxatomide Structural

What is Oxatomide?

Chemical properties

White Powder

Originator

Tinset,Janssen,W. Germany ,1981

The Uses of Oxatomide

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

The Uses of Oxatomide

Inhibits the release and actions of leukotrienes

The Uses of Oxatomide

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

Background

Oxatomide has been used in trials studying the treatment of Muscular Dystrophy, Duchenne.

What are the applications of Application

Oxatomide is an H1-histamine receptor antagonist

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

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.

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 .

Metabolism

Not Available

Properties of Oxatomide

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
CAS DataBase Reference 60607-34-3(CAS DataBase Reference)

Safety information for Oxatomide

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
Precautionary Statement Codes P280:Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Oxatomide

Related products of tetrahydrofuran

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