|
| | Oxatomide Basic information |
| | Oxatomide Chemical Properties |
| 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 | | pka | 12.20±0.30(Predicted) | | form | White solid. | | color | white | | CAS DataBase Reference | 60607-34-3(CAS DataBase Reference) |
| Hazard Codes | Xn,Xi | | Risk Statements | 22-36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | RTECS | DE2276000 | | Toxicity | LD50 in guinea pigs, mice, rats (mg/kg): 320, >2560, >2560 orally; 23, 27, 30 i.v. (Richards) |
| | Oxatomide Usage And Synthesis |
| 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. | | 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. |
| | Oxatomide Preparation Products And Raw materials |
|