CAS 64118-84-9|4'-Hydroxy diclofenac
| Common Name | 4'-Hydroxy diclofenac | ||
|---|---|---|---|
| CAS Number | 64118-84-9 | Molecular Weight | 312.148 |
| Density | 1.5±0.1 g/cm3 | Boiling Point | 432.7±45.0 °C at 760 mmHg |
| Molecular Formula | C14H11Cl2NO3 | Melting Point | 178-185ºC dec. |
| MSDS | ChineseUSA | Flash Point | 215.5±28.7 °C |
| Symbol | GHS02, GHS07 | Signal Word | Danger |
Names
| Name | 4'-hydroxydiclofenac |
|---|---|
| Synonym | More Synonyms |
4'-Hydroxy diclofenac BiologicalActivity
| Description | 4'-Hydroxy diclofenac is an orally active metabolite of Diclofenac (HY-15036) by cytochrome P450 2C9 (CYP2C9). 4'-Hydroxy diclofenac has anti-inflammatory and analgesic properties[1][2]. |
|---|---|
| Related Catalog | Research Areas >>Inflammation/ImmunologyResearch Areas >>Neurological Disease |
| In Vivo | A single oral administration of Diclofenac to humanized mice, the unchanged drug in plasma peaks at 0.25 hour and then declines with a half-life (t1/2) of 2.4 hours. 4'-Hydroxy diclofenac also peaks at 0.25 hour and is undetectable within 24 hours. The plasma concentration of unchanged 4'-Hydroxy diclofenac peaks at 0.25 hour and declines rapidly in Humanized chimeric mice received of 4'-Hydroxy diclofenac (10 mg/kg; a single oral)[2]. |
| References | [1]. J Shimamoto, et al. Lack of Differences in Diclofenac (A Substrate for CYP2C9) Pharmacokinetics in Healthy Volunteers With Respect to the Single CYP2C9*3 Allele. Eur J Clin Pharmacol. 2000 Apr;56(1):65-8. [2]. Hidetaka Kamimura, et al. Formation of the Accumulative Human Metabolite and Human-Specific Glutathione Conjugate of Diclofenac in TK-NOG Chimeric Mice With Humanized Livers. Drug Metab Dispos. 2015 Mar;43(3):309-16. |
Chemical & Physical Properties
| Density | 1.5±0.1 g/cm3 |
|---|---|
| Boiling Point | 432.7±45.0 °C at 760 mmHg |
| Melting Point | 178-185ºC dec. |
| Molecular Formula | C14H11Cl2NO3 |
| Molecular Weight | 312.148 |
| Flash Point | 215.5±28.7 °C |
| Exact Mass | 311.011597 |
| PSA | 69.56000 |
| LogP | 4.56 |
| Vapour Pressure | 0.0±1.1 mmHg at 25°C |
| Index of Refraction | 1.690 |
| InChIKey | KGVXVPRLBMWZLG-UHFFFAOYSA-N |
| SMILES | O=C(O)Cc1ccccc1Nc1c(Cl)cc(O)cc1Cl |
| Storage condition | −20°C |
| Water Solubility | Soluble in DMSO, ethanol or methanol |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 190 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- SJRHAT Scandinavian Journal of Rheumatology. (Almqvist & Wiksell, POB 45150, S-10430 Stockholm, Sweden) V.1- 1972- Volume(issue)/page/year: (Suppl 22),5,1978
Safety Information
| Symbol | GHS02, GHS07 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H225-H302 + H312 + H332-H319 |
| Precautionary Statements | P210-P261-P302 + P352 + P312-P304 + P340 + P312-P337 + P313-P403 + P235 |
| Personal Protective Equipment | Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges |
| Hazard Codes | T: Toxic;N: Dangerous for the environment; |
| Risk Phrases | R25;R37/38;R41;R50/53 |
| Safety Phrases | S26-S39-S45-S60-S61 |
| RIDADR | UN 2811 |
| WGK Germany | 3 |
| RTECS | AG6542800 |
| HS Code | 2922509090 |
Customs
| HS Code | 2922509090 |
|---|---|
| Summary | 2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0% |
Articles3
More Articles| High warfarin sensitivity in carriers of CYP2C9*35 is determined by the impaired interaction with P450 oxidoreductase. Pharmacogenomics J. 14(4) , 343-9, (2014) Cytochrome P450 2C9 (CYP2C9) metabolizes many clinically important drugs including warfarin and diclofenac. We have recently reported a new allelic variant, CYP2C9*35, found in a warfarin hypersensiti... | |
| Inhibition of human cytochrome P450 enzymes by licochalcone A, a naturally occurring constituent of licorice. Toxicol. In Vitro 29 , 1569-76, (2015) Licochalcone A (LCA) is a major bioactive compound in traditional Chinese herbal liquorice that possesses multiple pharmacological activities. However, the effects of the potential herb-drug interacti... | |
| Structural basis for the 4'-hydroxylation of diclofenac by a microbial cytochrome P450 monooxygenase. Appl. Microbiol. Biotechnol. 99(7) , 3081-91, (2015) Diclofenac is a nonsteroidal anti-inflammatory drug. It undergoes hydroxylation by mammalian cytochrome P450 enzymes at 4'- and/or 5'-positions. A bacterial P450 enzyme, CYP105D7 from Streptomyces ave... |
Synonyms
| 4’-Hydroxy Diclofenac |
| 4'-hydroxydiclofenac |
| 4'-Hydroxy Diclofenac |
| Benzeneacetic acid, 2-[(2,6-dichloro-4-hydroxyphenyl)amino]- |
| {2-[(2,6-Dichloro-4-hydroxyphenyl)amino]phenyl}acetic acid |
