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Diclofenac sodium

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Name

Diclofenac sodium

EINECS 239-346-4
CAS No. 15307-79-6 Density 0.781 g/cm3
PSA 52.16000 LogP 3.10240
Solubility Water solubility: 50 mg/mL Melting Point 288-290 °C
Formula C14H10Cl2NNaO2 Boiling Point 412 °C at 760 mmHg
Molecular Weight 318.135 Flash Point 203 °C
Transport Information UN 2811 6.1/PG 3 Appearance white or off-white powder
Safety 22-36/37-45 Risk Codes 25
Molecular Structure Molecular Structure of 15307-79-6 (Diclofenac sodium) Hazard Symbols ToxicT,IrritantXi
Synonyms

Neriodin;Dichronic;Hyanalgese D;Diclofenac sodium [USAN:JAN];Solaraze;Sodium (2-((2,6-dichlorophenyl)amino)phenyl)acetate;Voltaren;Sodium (o-(2,6-dichloroanilino)phenyl)acetate;Naclof;

Article Data 20

Diclofenac sodium Synthetic route

15307-78-5

2-[(2,6-dichlorophenyl)amino]phenylacetic acid methyl ester

15307-79-6

diclofenac sodium

Conditions
ConditionsYield
With sodium hydroxide In water; N,N-dimethyl-formamide at 80℃; for 24h;96.1%
15362-40-0

1-(2,6-dichlorophenyl)indolin-2-one

15307-79-6

diclofenac sodium

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water for 4h; Heating;93%
With sodium dithionite; water; sodium hydroxide for 6h; Reflux;92.3%
With sodium hydroxide In ethanol for 3h; Heating;85%
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In toluene for 10h; Reflux;83.6%
With sodium hydroxide for 2h; Temperature; Reflux;4.035 g

C22H17Cl2NO3

15307-79-6

diclofenac sodium

Conditions
ConditionsYield
With water; sodium hydroxide In methanol for 6h; Solvent; Reflux;86%
100754-92-5

potassium 2-iodophenylacetate

608-31-1

2,6-Dichloroaniline

15307-79-6

diclofenac sodium

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; copper; potassium carbonate at 120℃; for 22h;56%
2444-36-2

2'-chloro-benzeneacetic acid

608-31-1

2,6-Dichloroaniline

71-36-3

butan-1-ol

15307-79-6

diclofenac sodium

Conditions
ConditionsYield
With sodium hydroxide; potassium iodide; copper(I) iodide; potassium carbonate In N,N-dimethyl-formamide42.9%
2444-36-2

2'-chloro-benzeneacetic acid

608-31-1

2,6-Dichloroaniline

15307-79-6

diclofenac sodium

Conditions
ConditionsYield
Stage #1: 2'-chloro-benzeneacetic acid; 2,6-Dichloroaniline With copper(l) iodide; iodine; potassium carbonate; potassium iodide In N,N-dimethyl-formamide for 12h; Inert atmosphere; Schlenk technique; Reflux;
Stage #2: With sodium hydroxide In water for 4h; Reflux;
31%
66156-75-0

2-(2-((2,6-dichlorophenyl)amino)phenyl)-2-oxoacetic acid

15307-79-6

diclofenac sodium

Conditions
ConditionsYield
With sodium methylate; hydrazine hydrate In 2-methoxy-ethanol 1.) from 60 deg C to 150 deg C, 2.) 150 deg C, 1 h; Yield given;
15307-93-4

N-phenyl-2,6-dichloroaniline

15307-79-6

diclofenac sodium

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: benzene / 6 h / Heating
2: 91 percent / m-chloroperbenzoic acid / CH2Cl2 / 1 h / Ambient temperature
3: 84 percent / p-toluenesulfonic acid / benzene / 0.5 h / Heating
4: 97 percent / Zn / acetic acid / 4 h / Heating
5: 85 percent / 20percent NaOH / ethanol / 3 h / Heating
View Scheme
Multi-step reaction with 5 steps
1: benzene / 6 h / Heating
2: N-chlorosuccinimide / CCl4 / 1 h / Ambient temperature
3: SnCl4 / CCl4 / 0.83 h / Ambient temperature
4: 97 percent / Zn / acetic acid / 4 h / Heating
5: 85 percent / 20percent NaOH / ethanol / 3 h / Heating
View Scheme
Multi-step reaction with 4 steps
1: benzene / 2 h / Ambient temperature
2: AlCl3 / various solvent(s) / 20 h / Ambient temperature
3: 1 N NaOH / ethanol; H2O / 0.17 h / Heating
4: hydrazine hydrate, NaOCH3 / 2-methoxy-ethanol / 1.) from 60 deg C to 150 deg C, 2.) 150 deg C, 1 h
View Scheme
Multi-step reaction with 3 steps
1: 66 percent / 16 h / Heating
2: 75.4 percent / AlCl3 / 2 h / 160 °C
3: 93 percent / 2 N NaOH / ethanol; H2O / 4 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: toluene / 3 h / 120 °C
2: triethylamine hydrochloride-aluminum trichloride / 4.5 h / 20 - 60 °C
3: sodium hydroxide / 2 h / Reflux
View Scheme
83281-93-0

N-(2,6-dichlorophenyl)-α-(methylthio)acetanilide

15307-79-6

diclofenac sodium

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 91 percent / m-chloroperbenzoic acid / CH2Cl2 / 1 h / Ambient temperature
2: 84 percent / p-toluenesulfonic acid / benzene / 0.5 h / Heating
3: 97 percent / Zn / acetic acid / 4 h / Heating
4: 85 percent / 20percent NaOH / ethanol / 3 h / Heating
View Scheme
Multi-step reaction with 4 steps
1: N-chlorosuccinimide / CCl4 / 1 h / Ambient temperature
2: SnCl4 / CCl4 / 0.83 h / Ambient temperature
3: 97 percent / Zn / acetic acid / 4 h / Heating
4: 85 percent / 20percent NaOH / ethanol / 3 h / Heating
View Scheme
83281-94-1

1-(2,6-dichlorophenyl)-3-(methylthio)oxindole

15307-79-6

diclofenac sodium

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 97 percent / Zn / acetic acid / 4 h / Heating
2: 85 percent / 20percent NaOH / ethanol / 3 h / Heating
View Scheme

Diclofenac sodium Chemical Properties

Molecular Formula: C14H10Cl2NNaO2
Molecular Weight: 318.13 g/mol
EINECS: 239-346-4
Melting point: 256-257 °C
Storage tempreture: 288-290 °C
Water solubility: 50 mg/mL
Flash Point: 203 °C
Enthalpy of Vaporization: 70.07 kJ/mol
Boiling Point: 412 °C at 760 mmHg
Vapour Pressure: 1.59E-07 mmHg at 25 °C
Appearance: Off-white crystalline solid
Structure of Diclofenac sodium (CAS NO.15307-79-6):
                
IUPAC Name: Sodium 2-[2-(2,6-dichloroanilino)phenyl]acetate
Product Category of Diclofenac sodium (CAS NO.15307-79-6): Active Pharmaceutical Ingredients;Organics;Intermediates & Fine Chemicals;Steroids;API's;Lipid signaling

Diclofenac sodium Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 42mg/kg (42mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 6, Pg. 1521, 1972.
dog LD50 oral 59mg/kg (59mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 6, Pg. 1521, 1972.
mouse LD50 intraperitoneal 74mg/kg (74mg/kg)   Pharmaceutical Chemistry Journal Vol. 27, Pg. 343, 1993.
mouse LD50 intravenous 116mg/kg (116mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 5, Pg. 106, 1974.
mouse LD50 oral 95mg/kg (95mg/kg)   Pharmaceutical Chemistry Journal Vol. 23, Pg. 579, 1989.
mouse LD50 subcutaneous 390mg/kg (390mg/kg)   Drugs in Japan Vol. 6, Pg. 311, 1982.
mouse LD50 unreported 380mg/kg (380mg/kg)   Pharmaceutical Chemistry Journal Vol. 21, Pg. 275, 1987.
rabbit LD50 intravenous > 100mg/kg (100mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 6, Pg. 1521, 1972.
rabbit LD50 oral 157mg/kg (157mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 6, Pg. 1521, 1972.
rat LD50 intraperitoneal 25mg/kg (25mg/kg)   Drugs in Japan Vol. 6, Pg. 311, 1982.
rat LD50 intravenous 117mg/kg (117mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 5, Pg. 106, 1974.
rat LD50 oral 53mg/kg (53mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
BEHAVIORAL: ATAXIA
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 28, Pg. 99, 1981.
rat LD50 rectal 85400ug/kg (85.4mg/kg)   Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 14, Pg. 2259, 1986.
rat LD50 subcutaneous 83mg/kg (83mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 5, Pg. 106, 1974.
women TDLo intramuscular 9mg/kg/1W-I (9mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"
BLOOD: NORMOCYTIC ANEMIA
American Journal of Hematology. Vol. 58, Pg. 142, 1998.
women TDLo intramuscular 15mg/kg/5D-I (15mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"
GASTROINTESTINAL: OTHER CHANGES
Lancet. Vol. 340, Pg. 126, 1992.
women TDLo oral 30mg/kg/10D-I (30mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING Postgraduate Medical Journal. Vol. 69, Pg. 486, 1993.
women TDLo oral 112mg/kg/8W-I (112mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"
GASTROINTESTINAL: OTHER CHANGES
Archives of Internal Medicine. Vol. 152, Pg. 625, 1992.
women TDLo oral 180mg/kg/13W- (180mg/kg) BEHAVIORAL: ANOREXIA (HUMAN
SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"
KIDNEY, URETER, AND BLADDER: PROTEINURIS
British Medical Journal. Vol. 295, Pg. 182, 1987.
women TDLo oral 183mg/kg/26W- (183mg/kg) LIVER: "HEPATITIS, FIBROUS (CIRRHOSIS, POST-NECROTIC SCARRING)"
LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED"
British Journal of Clinical Practice. Vol. 43, Pg. 125, 1989.
women TDLo oral 270mg/kg/90D- (270mg/kg) GASTROINTESTINAL: ULCERATION OR BLEEDING FROM LARGE INTESTINE
GASTROINTESTINAL: OTHER CHANGES
BLOOD: CHANGES IN ERYTHROCYTE (RBC) COUNT
Archives of Internal Medicine. Vol. 152, Pg. 625, 1992.
women TDLo oral 300mg/kg/17W- (300mg/kg) LIVER: LIVER FUNCTION TESTS IMPAIRED Clinical Rheumatology. Vol. 11, Pg. 120, 1992.
women TDLo oral 2190mg/kg/2Y- (2190mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" American Journal of Gastroenterology. Vol. 90, Pg. 1871, 1995.
women TDLo unreported 364mg/kg/26W- (364mg/kg) KIDNEY, URETER, AND BLADDER: INTERSTITIAL NEPHRITIS
KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED
KIDNEY, URETER, AND BLADDER: PROTEINURIS
Wiener Klinische Wochenschrift. Vol. 111, Pg. 523, 1999.
 

Diclofenac sodium Safety Profile

The Hazard Codes of Diclofenac sodium (CAS NO.15307-79-6): T,   Xi
Risk Statements:
25:  Toxic if swallowed 
36/37/38:  Irritating to eyes, respiratory system and skin 
Safety Statements:
22:  Do not breathe dust 
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing 
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
36/37:  Wear suitable protective clothing and gloves

Diclofenac sodium Specification

 Diclofenac sodium , its cas register number is 15307-79-6. It also can be called 2-[(2,6-Dichlorophenyl)amino]benzeneacetic acid sodium salt ; Voltaren ; and Diclofenac .

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