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Basic Information

Molecular Structure:
CAS No.:	15307-79-6
Name:	Diclofenac sodium
Article Data:	20
Cas Database

Formula:	C₁₄H₁₀Cl₂NNaO₂
Molecular Weight:	318.135
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;
EINECS:	239-346-4
Density:	0.781 g/cm3
Melting Point:	288-290 °C
Boiling Point:	412 °C at 760 mmHg
Flash Point:	203 °C
Solubility:	Water solubility: 50 mg/mL
Appearance:	white or off-white powder
Hazard Symbols:	T,Xi
Risk Codes:	25
Safety:	22-36/37-45
Transport Information:	UN 2811 6.1/PG 3
PSA:	52.16000
LogP:	3.10240

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Synthetic route

: 15307-78-5
2-[(2,6-dichlorophenyl)amino]phenylacetic acid methyl ester

: 15307-79-6
diclofenac sodium

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With sodium hydroxide; potassium iodide; copper(I) iodide; potassium carbonate In N,N-dimethyl-formamide	42.9%

...Expand

: 2444-36-2
2'-chloro-benzeneacetic acid

: 608-31-1
2,6-Dichloroaniline

: 15307-79-6
diclofenac sodium

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Raw Materials

608-31-1

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Chemistry

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

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.

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

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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