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Cas Database |
| Name |
10,11-DIHYDRO-α-8-DIMETHYL-11-OXO-DIBENZ(b,f)OXEPIN-2-ACETIC ACID |
EINECS | N/A |
| CAS No. | 78499-27-1 | Density | 1.1874 (rough estimate) |
| PSA | 63.60000 | LogP | 3.71420 |
| Solubility | N/A | Melting Point |
128-129° |
| Formula | C18H16 O4 | Boiling Point | 397.92°C (rough estimate) |
| Molecular Weight | 296.323 | Flash Point | N/A |
| Transport Information | N/A | Appearance | N/A |
| Safety | Poison by ingestion, intraperitoneal, and subcutaneous routes. Experimental reproductive effects. When heated to decomposition it emits acrid smoke and irritating fumes. | Risk Codes | N/A |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
AD1590; AJ 1590; Bermoprofen; Dibenon |
Article Data | 3 |
10,11-DIHYDRO-α-8-DIMETHYL-11-OXO-DIBENZ(b,f)OXEPIN-2-ACETIC ACID Chemical Properties
IUPAC Name: 2-(3-Methyl-6-oxo-5H-benzo[b][1]benzoxepin-8-yl)propanoic acid
The molecular formula of Bermoprofen (CAS NO.78499-27-1) is C18H16O4.
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The molecular weight of Bermoprofen (CAS NO.78499-27-1) is 296.3172.
Synonyms of Bermoprofen (CAS NO.78499-27-1): 10,11-Dihydro-alpha,8-dimethyl-11-oxo-dibenz(b,f)oxepin-2-acetic acid ; 2-(8-Methyl-11-oxo-10,11-dihydro-dibenzo[b,f]oxepin-2-yl)-propionic acid ; Bermoprofen
Enthalpy of Vaporization: 84.13 kJ/mol
Index of Refraction: 1.611
Density: 1.275 g/ml
Flash Point: 195.3 °C
Boiling Point: 525.1 °C
10,11-DIHYDRO-α-8-DIMETHYL-11-OXO-DIBENZ(b,f)OXEPIN-2-ACETIC ACID Uses
Bermoprofen (CAS NO.78499-27-1) is used as non-steroidal anti-inflammatory analgesic.
10,11-DIHYDRO-α-8-DIMETHYL-11-OXO-DIBENZ(b,f)OXEPIN-2-ACETIC ACID Production
The reaction of 2-iodo-5-methylbenzoic acid (I) with 4-hydroxyacetophenone (II) by means of K2CO3 in nitrobenzene at 150°C gives 2-(4-acetylphenoxy)-5-methylbenzoic acid (III), which by reduction with LiAlH4 in refluxing THF is converted into 2-[4-(1-hydroxyethyl)phenoxy]-5-methylbenzyl alcohol (IV). The reaction of (IV) with SOCl2 in refluxing CHCl3 affords 2-[4-(1-chloroethyl)phenoxy]-5-methylbenzyl chloride (V), which is treated with NaCN in refluxing dioxane ethanol-water yielding the dinitrile (VI). The hydrolysis of (VI) with KOH in refluxing ethanol-water gives 2-[4-[2-(carboxymethyl)-4-methylphenoxy]phenyl]propionic acid (VII), which is finally cyclized by treatment with polyphosphoric acid (PPA) at 120 °C.
10,11-DIHYDRO-α-8-DIMETHYL-11-OXO-DIBENZ(b,f)OXEPIN-2-ACETIC ACID Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 191mg/kg (191mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" BLOOD: NORMOCYTIC ANEMIA SKIN AND APPENDAGES (SKIN): HAIR: OTHER | Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 16, Pg. 2701, 1988. |
| mouse | LD50 | oral | 212mg/kg (212mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" BLOOD: NORMOCYTIC ANEMIA SKIN AND APPENDAGES (SKIN): HAIR: OTHER | Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 16, Pg. 2701, 1988. |
| mouse | LD50 | subcutaneous | 387mg/kg (387mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" BLOOD: NORMOCYTIC ANEMIA SKIN AND APPENDAGES (SKIN): HAIR: OTHER | Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 16, Pg. 2701, 1988. |
| rat | LD50 | intraperitoneal | 391mg/kg (391mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" BLOOD: NORMOCYTIC ANEMIA SKIN AND APPENDAGES (SKIN): HAIR: OTHER | Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 16, Pg. 2701, 1988. |
| rat | LD50 | oral | 147mg/kg (147mg/kg) | BEHAVIORAL: ANALGESIA | Journal of Medicinal Chemistry. Vol. 25, Pg. 1065, 1982. |
| rat | LD50 | subcutaneous | 483mg/kg (483mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" BLOOD: NORMOCYTIC ANEMIA SKIN AND APPENDAGES (SKIN): HAIR: OTHER | Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 16, Pg. 2701, 1988. |
| rat | LDLo | intravenous | 160mg/kg (160mg/kg) | Yakugaku Zasshi. Journal of Pharmacy. Vol. 108, Pg. 788, 1988. |
10,11-DIHYDRO-α-8-DIMETHYL-11-OXO-DIBENZ(b,f)OXEPIN-2-ACETIC ACID Safety Profile
Poison by ingestion, intraperitoneal, and subcutaneous routes. Experimental reproductive effects. When heated to decomposition it emits acrid smoke and irritating fumes.
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