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Cas Database

Name	Cefetamet hydrochloride	EINECS	675-838-9
CAS No.	65052-63-3	Density	1.83 g/cm³
PSA	200.75000	LogP	0.74430
Solubility	N/A	Melting Point	N/A
Formula	C₁₄H₁₅N₅O₅S₂	Boiling Point	N/A
Molecular Weight	397.436	Flash Point	N/A
Transport Information	N/A	Appearance	N/A
Safety		Risk Codes	R36/37/38; R20/21/22
Molecular Structure		Hazard Symbols	Xi,Xn
Synonyms	5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 7-[[(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-3-methyl-8-oxo-,[6R-[6a,7b(Z)]]-;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-[[(2Z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-3-methyl-8-oxo-,(6R,7R)- (9CI);Altamet;Antibiotic Ro 15-8074;Cefetamet;Cepime O;Deacetoxycefotaxime;FR 13300;LY 97964;Ro 15-8074;Ro 15-8074/005;Ultipime O;	Article Data	16

Cefetamet hydrochloride Synthetic route

: 22252-43-3, 26395-99-3, 70287-30-8, 72059-35-9
3-deacetyloxy-7-aminocephalosporanic acid

: 64485-88-7
ethyl 2-(2-aminothiazol-4-yl)-2-(anti)-methoxyiminoacetate

: 65052-63-3
cefetamet

Conditions

Conditions	Yield
With trimethylaluminum In hexane; dichloromethane at 35℃; for 2h; Concentration;	98.23%

: 109-99-9
tetrahydrofuran

ester, 2-mercapto-5-phenyl-1,3,4-oxadiazolyl-(Z)-2-(2-aminothiazol-4-yl)-2-methoxyimino acetate: ester, 2-mercapto-5-phenyl-1,3,4-oxadiazolyl-(Z)-2-(2-aminothiazol-4-yl)-2-methoxyimino acetate

: 7-Aminodiacetyloxy cephalosporanic acid

: 65052-63-3
cefetamet

Conditions

Conditions	Yield
With triethanolamine In water	92%

: 33610-06-9
t-butyl 7α-amino-3-methyl-3-cephem-4-carboxylate

: 64485-90-1
2-(2-aminothiazol-4-yl)-2-(methoxy)iminoacetic acid

: 65052-63-3
cefetamet

Conditions

Conditions	Yield
(i) DCC, CH2Cl2, (ii) /BRN= 1081573/, Et3N, (iii) aq. HCO2H; Multistep reaction;

: 65243-33-6
Cefetamet pivoxil

A: 126747-54-4
(2R,6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid

B: 126617-54-7
(2R,6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid 2,2-dimethyl-propionyloxymethyl ester

C: 65052-63-3
cefetamet

Conditions

Conditions	Yield
With water In N,N-dimethyl-formamide at 37℃; Rate constant; phosphate buffer, var. pH;

: 64485-88-7
ethyl 2-(2-aminothiazol-4-yl)-2-(anti)-methoxyiminoacetate

: 65052-63-3
cefetamet

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: Et3N / dimethylformamide / 3 h 2: aq. NaOH / dioxane / 0.5 h / Heating 3: (i) DCC, CH2Cl2, (ii) /BRN= 1081573/, Et3N, (iii) aq. HCO2H View Scheme

: 65872-39-1
(Z)-γ-bromo-β-oxo-α-methoxyiminobutyric acid ethyl ester

: 65052-63-3
cefetamet

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: ethanol; H2O / 1 h / 20 °C 2: Et3N / dimethylformamide / 3 h 3: aq. NaOH / dioxane / 0.5 h / Heating 4: (i) DCC, CH2Cl2, (ii) /BRN= 1081573/, Et3N, (iii) aq. HCO2H View Scheme

: 64485-89-8
ethyl (Z)-2-(methoxyimino)-2-[2-(triphenylmethyl)-aminothiazol-4-yl]acetate

: 65052-63-3
cefetamet

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. NaOH / dioxane / 0.5 h / Heating 2: (i) DCC, CH2Cl2, (ii) /BRN= 1081573/, Et3N, (iii) aq. HCO2H View Scheme

ester, 2-mercapto-5-phenyl-1,3, 4-oxadiazolyl-(Z)-4-bromo-2-methoxyimino-3-oxo-butyrate: ester, 2-mercapto-5-phenyl-1,3, 4-oxadiazolyl-(Z)-4-bromo-2-methoxyimino-3-oxo-butyrate

: 7-Aminodiacetyloxy cephalosporanic acid

: 65052-63-3
cefetamet

Conditions

Conditions	Yield
With triethanolamine In tetrahydrofuran; water

7-amino-3-desacetoxycephalosporanic acid: 7-amino-3-desacetoxycephalosporanic acid

: 2-mercapto-5-methyl-1,3,4-thiadiazolyl-(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetate

A: 3-Methyl-7-[(Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido]-3-cephem-4-carboxylic acid

B: 65052-63-3
cefetamet

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; water

: 22252-43-3, 26395-99-3, 70287-30-8, 72059-35-9
3-deacetyloxy-7-aminocephalosporanic acid

: 80756-85-0
(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

A: 149-30-4
2-Mercaptobenzothiazole

B: 65052-63-3
cefetamet

Conditions

Conditions	Yield
Stage #1: 3-deacetyloxy-7-aminocephalosporanic acid; (Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate With sodium 2-ethylhexanoate In water; acetone at 5 - 10℃; Stage #2: In water; acetone at 5℃; pH=2.5 - 3.0;

Cefetamet hydrochloride Chemical Properties

IUPAC Name: (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Systematic of Cefetamet (CAS NO.65052-63-3): Cefetamet [USAN:INN] ; (6R,7R)-7-(2-(2-Amino-4-thiazolyl)glyoxylamido)-3-methyl-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7(sup 2)-(Z)-(O-methyloxime) ; 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-3-methyl-8-oxo-, (6R-(6alpha,7beta(Z)))- ; Cefetamet ; Cefetametum ; Cefetametum [Latin] ; LY097964 ; UNII-4R5TV783X3
CAS NO: 65052-63-3
Classification Code: Anti-Bacterial Agents ; Anti-Infective Agents ; Antibacterial [veterinary]
Molecular Formula of Cefetamet (CAS NO.65052-63-3): C₁₄H₁₅N₅O₅S₂
Molecular Weight: 397.4294
Molecular Structure:

H bond acceptors: 10
H bond donors: 4
Freely Rotating Bonds: 5
Polar Surface Area: 158.18 Å²
Index of Refraction: 1.82
Molar Refractivity: 94.49 cm³
Molar Volume: 217 cm³
Surface Tension: 83.9 dyne/cm
Density of Cefetamet (CAS NO.65052-63-3): 1.83 g/cm³

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