CAS No.33564-30-6,Cefoxitin sodium Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	33564-30-6
Name:	Cefoxitin sodium
Article Data:	4

Formula:	C₁₆H₁₆N₃NaO₇S₂
Molecular Weight:	449.441
Synonyms:	5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid,3-[[(aminocarbonyl)oxy]methyl]-7-methoxy-8-oxo-7-[(2-thienylacetyl)amino]-,monosodium salt, (6R,7S)- (9CI);5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,3-[[(aminocarbonyl)oxy]methyl]-7-methoxy-8-oxo-7-[(2-thienylacetyl)amino]-,monosodium salt, (6R-cis)-;Betacef;Cefaxilin sodium;Cefoxitin sodium salt;Cenomycin;Farmoxin;MK 306;Mefoxin;Mefoxithin;Mefoxitin;Merxin;Monosodium cefoxitin;Serviflox;Sodium cefoxitin;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid,3-[[(aminocarbonyl)oxy]methyl]-7-methoxy-8-oxo-7-[(2-thienylacetyl)amino]-,sodium salt (1:1), (6R,7S)-;
EINECS:	251-574-6
Melting Point:	>160°C
Boiling Point:	843.4 °C at 760 mmHg
Flash Point:	463.9 °C
Solubility:	Soluble in water or methanol
Appearance:	White powder
Hazard Symbols:	Xn, Xi
Risk Codes:	36/37/38-42/43
Safety:	22-26-36/37-36/37/39
Transport Information:	UN 3077
PSA:	204.63000
LogP:	-0.20700

Synthetic route

: 35607-66-0
cefoxitin

: 33564-30-6
cefoxitin sodium

Conditions

Conditions	Yield
With sodium lactate In acetone at 30℃; for 0.166667h; Reagent/catalyst;	95%
With sodium lactate In isopropyl alcohol; acetone at 10℃; Temperature;

: 7-α-methoxy-7-[(2-thienyl)acetamido]-4-cephalosporanic acid cyclohexylamine

: 33564-30-6
cefoxitin sodium

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium hydroxide / methanol; water / pH 10 1.2: 25 °C 2.1: tetrahydrofuran / Cooling 3.1: sodium lactate / acetone / 0.17 h / 30 °C View Scheme

: 153-61-7
cephalothin

: 33564-30-6
cefoxitin sodium

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: methanesulfonic acid; N-Bromosuccinimide / dichloromethane; methanol / 2 h / -20 °C 1.2: 2 h / 0 °C / pH 6.5 2.1: sodium hydroxide / methanol; water / pH 10 2.2: 25 °C 3.1: tetrahydrofuran / Cooling 4.1: sodium lactate / acetone / 0.17 h / 30 °C View Scheme
Multi-step reaction with 3 steps 1.1: dichloromethane; tetrahydrofuran / 1.75 h / -60 °C 1.2: 0.75 h 2.1: sodium hydroxide; water / methanol / 3 h / -30 °C 3.1: tetrahydrofuran / 0.75 h / -40 - -37 °C 3.2: 2 h / 10 - 12 °C View Scheme

: 1189-71-5
isocyanate de chlorosulfonyle

: C15H16N2O6S2

: 33564-30-6
cefoxitin sodium

Conditions

Conditions	Yield
Stage #1: isocyanate de chlorosulfonyle; C15H16N2O6S2 In tetrahydrofuran at -40 - -37℃; for 0.75h; Stage #2: With sodium lactate In methanol; acetone at 10 - 12℃; for 2h; Temperature;

: 39098-97-0
2-thienylacetic acid chloride

: 33564-30-6
cefoxitin sodium

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: sodium hydrogencarbonate; tetrabutylammomium bromide / dichloromethane; water / -5 - 0 °C 2.1: dichloromethane; tetrahydrofuran / 1.75 h / -60 °C 2.2: 0.75 h 3.1: sodium hydroxide; water / methanol / 3 h / -30 °C 4.1: tetrahydrofuran / 0.75 h / -40 - -37 °C 4.2: 2 h / 10 - 12 °C View Scheme

: 58-71-9
sodium cephalothin

: 33564-30-6
cefoxitin sodium

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: methanesulfonic acid; N-chloro-succinimide / dichloromethane; methanol / 3 h / -65 °C 1.2: 5 h 2.1: N,N'-dibenzylethylenediamine diacetate / methanol; water / -25 °C 2.2: -40 °C 3.1: sodium lactate / acetone; isopropyl alcohol / 10 °C View Scheme

: 957-68-6
7-Aminocephalosporanic acid

: 33564-30-6
cefoxitin sodium

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: sodium hydrogencarbonate; tetrabutylammomium bromide / dichloromethane; water / -5 - 0 °C 2.1: dichloromethane; tetrahydrofuran / 1.75 h / -60 °C 2.2: 0.75 h 3.1: sodium hydroxide; water / methanol / 3 h / -30 °C 4.1: tetrahydrofuran / 0.75 h / -40 - -37 °C 4.2: 2 h / 10 - 12 °C View Scheme

: 33564-30-6
cefoxitin sodium

: silver nitrate

: C32H32Ag2N6O14S4

Conditions

Conditions	Yield
In methanol for 1h; Reflux;	75%

: rhodium(III) chloride hydrate

: 7732-18-5
water

: 33564-30-6
cefoxitin sodium

: C16H20Cl2N3O9RuS2

Conditions

Conditions	Yield
With ammonium hydroxide In methanol for 3h; Reflux;	75%

...Expand

: 33564-30-6
cefoxitin sodium

: C16H16N3O7S2(1-)*Na(1+)*0.2H2O

Conditions

Conditions	Yield
With water; pyrographite at 25℃; for 0.5h; Temperature;	48.72 g

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Chemistry

Molecular Structure of Cefoxitin sodium (CAS NO.33564-30-6):

IUPAC Name: Sodium(6R,7S)-3-(carbamoyloxymethyl)-7-methoxy-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Molecular Weight: 449.43391 [g/mol]
Molecular Formula: C₁₆H₁₆N₃NaO₇S₂
H-Bond Donor: 2
H-Bond Acceptor: 7
EINECS: 251-574-6
Product Categories: API; Intermediates & Fine Chemicals; Pharmaceuticals; Alphabetic; C; CA - CGForensic and Veterinary Standards; Chemical Structure; Drugs & Metabolites; Neat Compounds Drugs of Abuse; Others
Flash Point: 463.9 °C
Enthalpy of Vaporization: 128.44 kJ/mol
Boiling Point: 843.4 °C at 760 mmHg
Vapour Pressure: 3.24E-30 mmHg at 25 °C
Appearance: White to almost white powder
storage temp.: 2-8 °C
Classification Code: Antibacterial; Antibiotics; Drug / Therapeutic Agent; Human Data
SMILES: [Na+].O=C2N1/C(=C(\CS[C@@H]1[C@]2(OC)NC(=O)Cc3sccc3)COC(=O)N)C([O-])=O
InChI: InChI=1/C16H17N3O7S2.Na/c1-25-16(18-10(20)5-9-3-2-4-27-9)13(23)19-11(12(21)22)8(6-26-15(17)24)7-28-14(16)19;/h2-4,14H,5-7H2,1H3,(H2,17,24)(H,18,20)(H,21,22);/q;+1/p-1/t14-,16+;/m1./s1
InChIKey: GNWUOVJNSFPWDD-QPEAJTHOBU

Uses

Cefoxitin sodium (CAS NO.33564-30-6) is an antibacterial.

Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
dog	LD50	intravenous	10000mg/kg (10000mg/kg)		Drugs in Japan Vol. 6, Pg. 410, 1982.
man	TDLo	intravenous	100mg/kg/2D-I (100mg/kg)	KIDNEY, URETER, AND BLADDER: INTERSTITIAL NEPHRITIS	Southern Medical Journal. Vol. 80, Pg. 274, 1987.
man	TDLo	intravenous	229mg/kg/4D-I (229mg/kg)	BLOOD: NORMOCYTIC ANEMIA BLOOD: APLASTIC ANEMIA	Drug Intelligence and Clinical Pharmacy. Vol. 17, Pg. 816, 1983.
mouse	LD50	intravenous	4970mg/kg (4970mg/kg)		Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 22, Pg. 291, 1980.
mouse	LD50	oral	> 10gm/kg (10000mg/kg)		Yakkyoku. Pharmacy. Vol. 31, Pg. 629, 1980.
mouse	LD50	subcutaneous	9250mg/kg (9250mg/kg)		Yakkyoku. Pharmacy. Vol. 31, Pg. 629, 1980.
rat	LD50	intravenous	8580mg/kg (8580mg/kg)		Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 11, Pg. 181, 1980.
rat	LD50	oral	> 10gm/kg (10000mg/kg)		Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 22, Pg. 123, 1980.
rat	LD50	subcutaneous	> 10gm/kg (10000mg/kg)		Yakkyoku. Pharmacy. Vol. 31, Pg. 629, 1980.

Safety Profile

Mildly toxic by ingestion subcutaneous, and intravenous routes. Human systemic effects: aplastic anemia, interstitial nephritis, normocytic anemia. When heated to decomposition it emits toxic fumes of SO_x, NO_x, and Na₂O.
Safety Information of Cefoxitin sodium (CAS NO.33564-30-6):
Hazard Codes: Harmful Xn, Irritant Xi
RIDADR: 3077
WGK Germany: 3
HazardClass: 9
RTECS: XI0330500
Risk Statements: 36/37/38-42/43
R36/37/38:Irritating to eyes, respiratory system and skin.
R42/43:May cause sensitization by inhalation and skin contact.
Safety Statements: 22-26-36/37-36/37/39
S22:Do not breathe dust.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37:Wear suitable protective clothing and gloves.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.

Specification

Cefoxitin sodium (CAS NO.33564-30-6), its Synonyms are 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 3-(((aminocarbonyl)oxy)methyl)-7-methoxy-8-oxo-7-((2-thienylacetyl)amino)-, sodium salt, (6R-cis)- ; Betacef ; Cefoxil ; Cefoxitin ; Cefoxitin and dextrose in duplex container ; Mefoxin ; Mefoxin in dextrose 5% in plastic container ; Mefoxin in plastic container ; Mefoxin in sodium chloride 0.9% in plastic container ; Mefoxitin ; Merxin ; Monosodium cefoxitin ; Sodium (6R,7S)-3-(hydroxymethyl)-7-methoxy-8-oxo-7-(2-(2-thienyl)acetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate carbamate (ester) .