CAS No.79350-37-1,Cefixime Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	79350-37-1
Name:	Cefixime
Article Data:	6

Formula:	C₁₆H₁₅N₅O₇S₂
Molecular Weight:	453.456
Synonyms:	(-)-Cefixim;5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2Z)-(2-amino-4-thiazolyl)((carboxymethoxy)imino)acetyl)amino)-3-ethenyl-8-oxo-, (6R,7R)-;(6R,7R)-7-[[2-(2-amino-1,3-thiazol-4-yl)-2-(carboxymethoxyimino)acetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;Cefspan;Suprax (TN);Cefixima [Spanish];Cefixim;FR 17027;Cephoral;Cefixime (JP14/USP);Cefiximum [Latin];Cefixoral;Unixime;(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(carboxymethoxyimino)acetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;Cefixime Micronized;
EINECS:	616-684-4
Density:	1.85 g/cm³
Melting Point:	218-225 °C
Solubility:	55.11 mg/L in water
Appearance:	white to off white powder or off white crystal powder
Hazard Symbols:	Xn
Risk Codes:	42/43
Safety:	22-36/37-45
PSA:	238.05000
LogP:	0.36520

Synthetic route

: 88621-01-6
7-{2-[(2-aminothiazol)-4-yl]-2-[(Z)(methoxycarbonyl)methoxyimino]acetamido}-3-vinyl-ceph-3-em-4-carboxylic acid

: 79350-37-1
cefixime

Conditions

Conditions	Yield
Stage #1: 7-{2-[(2-aminothiazol)-4-yl]-2-[(Z)(methoxycarbonyl)methoxyimino]acetamido}-3-vinyl-ceph-3-em-4-carboxylic acid With sodium hydroxide; water at 0 - 5℃; for 0.0833333h; Stage #2: With hydrogenchloride In water at 34 - 36℃; pH=2.3; Product distribution / selectivity;
With sodium hydrogencarbonate; sodium hydroxide In water at 0 - 15℃; for 0.25h;	162 g

: 80544-17-8
2-(2-aminothiazol-4-yl)-2-[(Z)-methoxycarbonylmethoxyimino]acetic acid

: 79350-37-1
cefixime

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 1,4-diaza-bicyclo[2.2.2]octane; tributyl-amine / dichloromethane / -5 - 20 °C / 7125.71 Torr 2: sodium hydroxide; sodium hydrogensulfite / tetrahydrofuran; water / 6 h / 5 - 10 °C 3: sodium hydroxide; sodium hydrogencarbonate / water / 0.25 h / 0 - 15 °C View Scheme

: 7-Amino-3-vinyl-3-cephem-4-carboxylic acid

: 2-(2-amino-4-thiazolyl)-2-(carboxymethoxy)iminoacetyl chloride

: 79350-37-1
cefixime

Conditions

Conditions	Yield
at 10℃; for 5h; Temperature;	4.7 g

: 90-02-8
salicylaldehyde

: 79350-37-1
cefixime

: 1312673-65-6
8-(2-carboxymethoxyimino-2-{2-[(2-hydroxybenzylidene)amino]thiazol-4-yl}acetylamino)-7-oxo-4-vinyl-2-thia-6-azabicyclo[4.2.0]oct-4-ene-5-carboxylic acid

Conditions

Conditions	Yield
Stage #1: salicylaldehyde; cefixime With potassium hydroxide In methanol for 0.5h; pH=7 - 8; Reflux; Stage #2: With acetic acid In methanol pH=7;	85%

: 98-01-1
furfural

: 79350-37-1
cefixime

: 1312673-67-8
8-(2-carboxymethoxyimino-2-{2-[(furan-2-ylmethylene)amino]thiazol-4-yl}acetylamino)-7-oxo-4-vinyl-2-thia-6-azabicyclo[4.2.0]oct-4-ene-5-carboxylic acid

Conditions

Conditions	Yield
Stage #1: furfural; cefixime With potassium hydroxide In methanol for 0.5h; pH=7 - 8; Reflux; Stage #2: With acetic acid In methanol pH=7;	80%

: 1003-29-8
2-pyrrole aldehyde

: 79350-37-1
cefixime

: 1312673-69-0
8-(2-carboxymethoxyimino-2-{2-[(1H-pyrrol-2-ylmethylene)amino]thiazol-4-yl}acetylamino)-7-oxo-4-vinyl-2-thia-6-azabicyclo[4.2.0]oct-4-ene-5-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 2-pyrrole aldehyde; cefixime With potassium hydroxide In methanol for 0.5h; pH=7 - 8; Reflux; Stage #2: With acetic acid In methanol pH=7;	78%

: 98-03-3
thiophene-2-carbaldehyde

: 79350-37-1
cefixime

: 1312673-68-9
8-(2-carboxymethoxyimino-2-{2-[(thiophen-2-ylmethylene)amino]thiazol-4-yl}acetylamino)-7-oxo-4-vinyl-2-thia-6-azabicyclo[4.2.0]oct-4-ene-5-carboxylic acid

Conditions

Conditions	Yield
Stage #1: thiophene-2-carbaldehyde; cefixime With potassium hydroxide In methanol for 0.5h; pH=7 - 8; Reflux; Stage #2: With acetic acid In methanol pH=7;	78%

: 79350-37-1
cefixime

: 98-09-9
benzenesulfonyl chloride

: 7-[2-(2-benzenesulfonylamino-thiazol-4-yl)-2-carboxymethoxyimino-acetylamino]-8-oxo-3-vinyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions

Conditions	Yield
With sodium carbonate In water at 20℃; pH=6 - 8;	75.8%

: 79350-37-1
cefixime

: 121-60-8
p-acetylaminobenzenesulfonyl chloride

: 7-{2-[2-(4-acetylaminobenzenesulfonylamino)-thiazol-4-yl]-2-carboxymethoxyimino-acetylamino}-8-oxo-3-vinyl-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions

Conditions	Yield
With sodium carbonate In water at 20℃; pH=6 - 8;	69.8%

: 79350-37-1
cefixime

: (R,R)-α-<(Z)-2-(2-amino-4-thiazolyl)-2-(carboxymethoxyimino)acetamido>-4-carboxy-5,6-dihydro-5-ethylidene-2H-1,3-thiazine-2-acetic acid

Conditions

Conditions	Yield
With sodium hydroxide In water for 4h; Ambient temperature; pH 12;	15%
In water at 25℃; Rate constant; Mechanism; pH 9;

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Specification

The Cefixime, with the CAS registry number 79350-37-1, has the IUPAC name of (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(carboxymethyloxyimino)acetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid. Being a kind of white or light yellow crystalline powder with no odour, it is easily soluble in ethanol or dimethylsulfoxide, slightly soluble in acetone while insoluble in hexane, acetic acid or water. And its product categories are including Intermediates & Fine Chemicals; Pharmaceuticals; Sulfur & Selenium Compounds.

The physical properties of this chemical are as follows: (1)ACD/LogP: 1.00; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): -3.61; (4)ACD/LogD (pH 7.4): -3.78; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 12; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 8; (12)Polar Surface Area: 184.48; (13)Index of Refraction: 1.811; (14)Molar Refractivity: 105.6 cm³; (15)Molar Volume: 244.4 cm³; (16)Polarizability: 41.86×10^-24 cm³; (17)Surface Tension: 89.9 dyne/cm; (18)Density: 1.85 g/cm³; (19)Exact Mass: 453.041289; (20)MonoIsotopic Mass: 453.041289; (21)Topological Polar Surface Area: 238; (22)Heavy Atom Count: 30; (23)Complexity: 861.

As to its usage, it is widely applied in many ways. It could be used in the third generation oral cephalosporins broad-spectrum antibiotic, with good antibacterial action to the streptococcus, Gram-negative bacteria, colibacillus, pneumobacillus, and proteus mirabilis. It could also be used to treat pharyngitis, gonorrhes and tonsilitis.

When you are dealing with this chemical, you should be much more cautious. For being a kind of harmful chemical, it may cause damage to health and may cause sensitisation by inhalation and skin contact. Therefore, you should wear suitable protective clothing and gloves and if in case of accident or if you feel unwell seek medical advice immediately (show the label where possible). Then do not breathe dust.

In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: C=CC1=C(N2C(C(C2=O)NC(=O)C(=NOCC(=O)O)C3=CSC(=N3)N)SC1)C(=O)O
(2)Isomeric SMILES: C=CC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\OCC(=O)O)/C3=CSC(=N3)N)SC1)C(=O)O
(3)InChI: InChI=1S/C16H15N5O7S2/c1-2-6-4-29-14-10(13(25)21(14)11(6)15(26)27)19-12(24)9(20-28-3-8(22)23)7-5-30-16(17)18-7/h2,5,10,14H,1,3-4H2,(H2,17,18)(H,19,24)(H,22,23)(H,26,27)/b20-9-/t10-,14-/m1/s1
(4)InChIKey: OKBVVJOGVLARMR-QSWIMTSFSA-N

Below are the toxicity information of this chemical:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
dog	LD50	intravenous	> 3200mg/kg (3200mg/kg)	GASTROINTESTINAL: NAUSEA OR VOMITING KIDNEY, URETER, AND BLADDER: STRUCTURAL OR FUNCTIONAL CHANGES IN URETER	Kiso to Rinsho. Clinical Report. Vol. 20, Pg. 3509, 1986.
dog	LD50	oral	> 600mg/kg (600mg/kg)	GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"	Kiso to Rinsho. Clinical Report. Vol. 20, Pg. 3509, 1986.
mouse	LD50	intravenous	4420mg/kg (4420mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Kiso to Rinsho. Clinical Report. Vol. 20, Pg. 3509, 1986.
mouse	LD50	oral	> 10gm/kg (10000mg/kg)	GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"	Kiso to Rinsho. Clinical Report. Vol. 20, Pg. 3509, 1986.
mouse	LD50	subcutaneous	> 10gm/kg (10000mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Kiso to Rinsho. Clinical Report. Vol. 20, Pg. 3509, 1986.
rat	LD50	intravenous	6990mg/kg (6990mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Kiso to Rinsho. Clinical Report. Vol. 20, Pg. 3509, 1986.
rat	LD50	oral	> 10gm/kg (10000mg/kg)	GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"	Kiso to Rinsho. Clinical Report. Vol. 20, Pg. 3509, 1986.
rat	LD50	subcutaneous	> 10gm/kg (10000mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Kiso to Rinsho. Clinical Report. Vol. 20, Pg. 3509, 1986.