Valdecoxib
Valdecoxib
CAS: 181695-72-7
Molecular Formula: C16H14N2O3S
Valdecoxib - Names and Identifiers
| Name | Valdecoxib |
| Synonyms | BEXTRA AKOS 92130 VALDECOXIB Valdecoxib Parecoxib Sodium-7 BEXTRA(VALDECOXIB) Parecoxib sodium intermediate 4-(5-methyl-3-phenyl-oxazol-4-yl)benzenesulfonamide 4-(5-METHYL-3-PHENYL-4-ISOXAZOLYL)BENZENESULFONAMIDE 4-(5-Methyl-3-Phenyl-4-Isoxazolyl)Benzenesulfonamide 4-(5-methyl-3-phenyl-1,2-oxazol-4-yl)benzenesulfonamide Bextra, 4-(5-Methyl-3-phenyl-4-isoxazolyl)benzenesulfonamide Bextra, 4-(5-Methyl-3-phenyl-4-isoxazolyl)benzenefulfonamide |
| CAS | 181695-72-7 |
| EINECS | 803-082-3 |
| InChI | InChI=1/C16H14N2O3S/c1-11-15(12-7-9-14(10-8-12)22(17,19)20)16(18-21-11)13-5-3-2-4-6-13/h2-10H,1H3,(H2,17,19,20) |
| InChIKey | LNPDTQAFDNKSHK-UHFFFAOYSA-N |
Valdecoxib - Physico-chemical Properties
| Molecular Formula | C16H14N2O3S |
| Molar Mass | 314.36 |
| Density | 1.303±0.06 g/cm3(Predicted) |
| Melting Point | 162-164°C |
| Boling Point | 481.2±55.0 °C(Predicted) |
| Flash Point | 244.8°C |
| Solubility | Soluble in DMSO (63 mg/ml at 25 °C), ethanol (18 mg/ml at 25 °C), methanol, acetone |
| Vapor Presure | 2.03E-09mmHg at 25°C |
| Appearance | White crystalline powder |
| Color | white to off-white |
| pKa | 9.83±0.10(Predicted) |
| Storage Condition | room temp |
| Refractive Index | 1.608 |
| Use | A selective inhibitor of Cox-2 |
| In vitro study | Valdecoxib inhibited the production of PGE 2 in plasma induced by LPS, and the degree of COX-2 inhibition was evaluated, and the IC50 was 0.89 μm. Valdecoxib inhibited the production of TxB 2 in plasma, and the degree of inhibition of COX-1 was evaluated, and the IC50 was 25.4 μm. Valdecoxib binds to COX-2 with a Ka of 1.1 × 10 [the percentage of dissolved Valdecoxib is 10.5 for Valdecoxib at 15 minutes (DP 15) and for its hydrophilic derivative (vald-βcd, VALD-HPβCd and VALD-SBE7βCd complexes) were 50%,91% and 93%, respectively. |
| In vivo study | Oral administration of Valdecoxib inhibited carrageenan foot pad edema in rats with an ED50 of 10.2 mg/kg. The oral administration of Valdecoxib has chronic anti-inflammatory activity with an ED50 of 0.032 mg/kg/day in a rat model of nonspecific arthritis. In the rat carrageenan air sacculitis model, oral administration of Valdecoxib blocked prostaglandin production at the site of inflammation with an ED50 of 0.02 mg/kg. Valdecoxib showed significant efficacy in acute and chronic inflammatory rat models (air sacculitis ED50 = 0.06 mg/kg; Foot swelling ED50 = 5.9 mg/kg; non-specific arthritis ED50 = 0.03 mg/kg). Valdecoxib alone was slowly absorbed in vivo, with a maximum percent inhibition of edema of 16% after 3 hours. In contrast, the vald-βcd and VALD-SBE7βCd complexes have a high absorption rate in vivo and are able to inhibit edema by more than 50% within 1 hour, and after 3 hours, the maximum percentage of inhibition of edema is 66%. Valdecoxib (5 mg/kg, P. O.) resulted in plasma AUC of 3.58 μg * H/ml and 2.08 μg * H/ml in male and female rats, respectively. Valdecoxib (5 mg/kg, P. O.) resulted in au c of 12.1 μg * H/ml and 6.42 μg * H/ml in erythrocytes in male and female rats, respectively. |
Valdecoxib - Risk and Safety
| Risk Codes | R63 - Possible risk of harm to the unborn child R48/22 - Harmful danger of serious damage to health by prolonged exposure if swallowed. R51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
| Safety Description | S36/37 - Wear suitable protective clothing and gloves. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
| UN IDs | UN 3077 9 / PGIII |
| WGK Germany | 3 |
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