structure of Ceftiofur CAS 80370-57-6

Iden­ti­fi­ca­tion

CAS Number

80370-57-6

Name

Cef­tio­fur

Syn­onyms

(6R,7R)-7-[2-(2-Amino-4-thiazolyl)glyoxylamido]-3-(mercaptomethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid 72-(Z)-(O-Methyloxime)2-Furoate (Ester)
(6R,7R)-7-{[(2Z)-2-(2-Amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-[(2-furoylsulfanyl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carbonsäure [Ger­man] [ACD/IUPAC Name]
(6R,7R)-7-{[(2Z)-2-(2-Amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-[(2-furoylsulfanyl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid [ACD/IUPAC Name]
(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-{[(furan-2-ylcarbonyl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
[6R-[6a,7b(Z)]]-7-[[(2-Amino-4-thiazolyl)(methoxyimino)acetyl]amino]-3-[[(2-furanylcarbonyl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2Z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)-1-oxoethyl]amino]-3-[[(2-furanylcarbonyl)thio]methyl]-8-oxo-, (6R,7R)- [ACD/​Index Name]
80370-57-6 [RN]
83JL932I1C
Acide (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(méthoxyimino)acétyl]amino}-3-[(2-furoylsulfanyl)méthyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ène-2-carboxylique [French] [ACD/IUPAC Name]
Cef­tio­fur [Wiki]
Cef­tio­fu­rum [Latin]
CM 31-916
Excenel
nax­cel
(6R,7R)-7-((Z)-2-(2-Aminothiazol-4-yl)-2-(methoxyimino)acetamido)-3-(((furan-2-carbonyl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
(6R,7R)-7-(2-(2-Amino-4-thiazolyl)glyoxylamido)-3-(mercaptomethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7(sup 2)-(Z)-(O-methyloxime), 2-furoate (ester)
(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-(furan-2-carbonylsulfanylmethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyimino-ethanoyl]amino]-3-(furan-2-ylcarbonylsulfanylmethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
(6R,7R)-7-[[(2Z)-2-(2-amino-4-thiazolyl)-2-methoxyimino-1-oxoethyl]amino]-3-[[(2-furyl-oxomethyl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
(6R,7R)-7-[[(2Z)-2-(2-amino-4-thiazolyl)-2-methoxyimino-1-oxoethyl]amino]-3-[[[2-furanyl(oxo)methyl]thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
(6R,7R)-7-[[(2Z)-2-(2-aminothiazol-4-yl)-2-methoxyimino-acetyl]amino]-3-(furan-2-carbonylsulfanylmethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
(6R,7R)-7-[[(2Z)-2-(2-aminothiazol-4-yl)-2-methoxyimino-acetyl]amino]-3-[(furan-2-carbonylthio)methyl]-8-keto-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-3-(((2-furanylcarbonyl)thio)methyl)-8-oxo-, (6R-(6α,7β(Z)))-
5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2Z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-3-(((2-furanylcarbonyl)thio)methyl)-8-oxo-, (6R,7R)-
Cef­tio­fur [USAN] [USAN]
Cef­tio­fur crys­talline free acid
CEF­TIO­FUR CRYS­TALLINE FREE ACID [CCFA](NOTE : SEE ALSO CAS NO. 104010-37-9 & 103980-44-5)
Cef­tio­fu­rum [Latin]
MFCD00864953 [MDL num­ber]
U 64279A
U 67279A
UNII :83JL932I1C
UNII-83JL932I1C

SMILES

CO/N=C(/c1csc(n1)N)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)CSC(=O)c4ccco4)C(=O)O

Std­InChI

InChI=1S/C19H17N5O7S3/c1-30-23-11(9-7-34-19(20)21-9)14(25)22-12-15(26)24-13(17(27)28)8(5-32-16(12)24)6-33-18(29)10-3-2-4-31-10/h2-4,7,12,16H,5-6H2,1H3,(H2,20,21)(H,22,25)(H,27,28)/b23-11-/t12-,16-/m1/s1

Std­InChIKey

ZBHX­I­WJRIFEVQY-IHMPYVIR­SA-N

Mol­e­c­u­lar Formula

C19H17N5O7S3

Mol­e­c­u­lar Weight

523.563

EINECS

1308068-626-2

MDL Number

MFCD00864953

Prop­er­ties

Appear­ance

Off-white or light yel­low­ish powder

Safe­ty Data

Sym­bol

exclamation-mark-jpgGHS08

Sig­nal Word

Warn­ing

Haz­ard statements

H317H334

Pre­cau­tion­ary Statements

P261P272P280P284P302 + P352P333P313

WGK Germany

3

MSDS Download

Spec­i­fi­ca­tions and Oth­er Infor­ma­tion of Our 

Assay

93% min

Rel­a­tive substance

3%max

Remain­ing solvent

0.5%max

Water

3%max

Residue on ignition

0.5%max

Heavy met­al

20%max

Shelf Life

2 years

Stor­age

Under room tem­per­a­ture away from light

Known Appli­ca­tion

Cef­tio­fur a third-gen­er­a­­tion cephalosporin antibi­ot­ic designed for vet­eri­nary use. It has a broad spec­trum of antibac­te­r­i­al activ­i­ty, show­ing strong effi­ca­cy against Gram-pos­i­­tive and Gram-neg­a­­tive bac­te­ria, as well as anaer­o­bic bac­te­ria. Its activ­i­ty against Gram-pos­i­­tive bac­te­ria is sim­i­lar to or weak­er than that of first-gen­er­a­­tion cephalosporins. How­ev­er, it exhibits potent antibac­te­r­i­al activ­i­ty against Gram-neg­a­­tive bac­te­ria such as Escherichia coli, Sal­mo­nel­la typhi, Kleb­siel­la pneu­mo­ni­ae, Enter­obac­ter cloa­cae, and Streptococcus.

It is suit­able for var­i­ous infec­tions caused by sus­cep­ti­ble bac­te­ria in the res­pi­ra­to­ry and uri­nary tracts, as well as oth­er con­di­tions. Par­tic­u­lar­ly effec­tive in pre­vent­ing and treat­ing ear­ly mor­tal­i­ty in chicks caused by infec­tions such as Escherichia coli, Sal­mo­nel­la typhi, Pseudomonas aerug­i­nosa, and Staphy­lo­coc­cus aureus. It is also used to treat Escherichia coli diar­rhea in 1-day-old piglets, as well as wound infec­tions result­ing from pro­ce­dures like umbil­i­cal cord cut­ting, ear notch­ing, tail dock­ing, and teeth clip­ping in piglets. Addi­tion­al­ly, it is used for infec­tions such as Acti­nobacil­lus pleu­rop­neu­mo­nia in pigs and bron­chop­neu­mo­nia in cat­tle caused by Haemophilus somnus.

Gen­er­al View of Documents

This prod­uct is devel­oped by our R&D com­pa­ny Cam­ing Phar­ma­ceu­ti­cal Lim­it­ed (http://​www​.cam​ing​.com/).

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