4'-Hydroxy diclofenac

Names

[ Name ]:
4'-Hydroxy diclofenac

[Synonym ]:
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

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

[ Storage condition ]:
−20°C

[ Water Solubility ]:
Soluble in DMSO, ethanol or methanol

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AG6542800

CHEMICAL NAME :: Acetic acid, (o-(2,6-dichloro-4-hydroxyanilino)phenyl)-

CAS REGISTRY NUMBER :: 64118-84-9

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C14-H11-Cl2-N-O3

MOLECULAR WEIGHT :: 312.16

HEALTH HAZARD DATA

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

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

Diclofenac
2-[2-(2',6'-DICHLORO-4'-HYDROXPHENYLAMINO)PHENYL]-N,N-DIMETHYLACETAMIDE
1-(2,6-DICHLORO-4-HYDROXPHENYL)-1,3-DIHYDROINDOL-2-ONE
Diclofenac sodium
4-Benzoquinone Monoxime
2-(2-iodophenyl)acetyl chloride
2-Iodophenylacetic acid
2,6-Dichloro-4-methoxyaniline
N,N-dimethyl-2-iodophenylacetamide

DownStream

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%

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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...

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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...