Cas no 80210-62-4 (Cefpodoxime Acid)

Cefpodoxime Acid structure
Cefpodoxime Acid structure
Product Name:Cefpodoxime Acid
CAS No:80210-62-4
MF:C15H17N5O6S2
MW:427.45538020134
MDL:MFCD00864906
CID:60194
PubChem ID:6335986
Update Time:2024-10-27

Cefpodoxime Acid Chemical and Physical Properties

Names and Identifiers

    • Cefpodoxime
    • fpodoxime
    • Orelox
    • Cefpodoxime Acid
    • Cefpodoxime (free acid)
    • CEFPODOXIME, FREE ACID
    • (6R-(6alpha,7beta(Z)))-7-(((2-Amino-4-thiazolyl)(methoxyimino)acetyl)amino)-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
    • Cefpodoximum [Latin]
    • CS-0017595
    • SCHEMBL27072
    • D07650
    • HY-A0251
    • (+)-(6R,7R)-7-(2-(2-AMINO-4-THIAZOLYL)GLYOXYLAMIDO)-3-(METHOXYMETHYL)-8-OXO-5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID, 7(SUP 2)-(Z)-(O-METHYLOXIME)
    • 7beta-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-(methoxymethyl)-3,4-didehydrocepham-4-carboxylic acid
    • MS-27549
    • CEFPODOXIME [MI]
    • SR-01000872579-1
    • 1ST12018
    • Cefpodoxima [Spanish]
    • DB01416
    • (6R,7R)-7-({(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[(methyloxy)imino]acetyl}amino)-3-[(methyloxy)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
    • DTXSID6022765
    • CPDX
    • Cefpodoxime, VETRANAL(TM), analytical standard
    • Epoxim (TN)
    • NCGC00532497-01
    • AKOS016008786
    • CEFPODOXIME PROXETIL IMPURITY A [EP IMPURITY]
    • CHEBI:3504
    • DTXCID402765
    • UNII-7R4F94TVGY
    • CHEMBL1672
    • 80210-62-4
    • (6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
    • (+)-(6R,7R)-7-(2-(2-AMINO-4-THIAZOLYL)-2-((Z)-METHOXYIMINO)ACETAMIDO)-3-(METHOXYMETHYL)-8-OXO-5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID
    • 7beta-((2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido)-3-(methoxymethyl)-3,4-didehydrocepham-4-carboxylic acid
    • RU-51746
    • BDBM50292251
    • CEFPODOXIME [JAN]
    • CEFPODOXIME [WHO-DD]
    • 7R4F94TVGY
    • RU 51807
    • Epoxim
    • CEFPODOXIME [INN]
    • (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
    • Cefpodoxima
    • (6R,7R)-7-(((2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl)amino)-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
    • Cefpodoximum (Latin)
    • Cefpodoxime [INN:BAN]
    • EN300-22411570
    • MFCD00864906
    • (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
    • SR-01000872579
    • 4-{((R)-2-Carboxy-3-methoxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7-ylcarbamoyl)-[(Z)-methoxyimino]-methyl}-thiazol-2-yl-ammonium
    • Cefpodoximum
    • Cefpodoxime (INN)
    • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-3-(methoxymethyl)-8-oxo-, (6R-(6alpha,7beta(Z)))-
    • C08114
    • (6R,7R)-7-[[(2Z)-2-(2-Amino-4-thiazolyl)-2-(methoxyimino)acetyl]amino]-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (ACI)
    • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-3-(methoxymethyl)-8-oxo-, [6R-[6α,7β(Z)]]- (ZCI)
    • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2Z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-3-(methoxymethyl)-8-oxo-, (6R,7R)- (9CI)
    • R 3763
    • MDL： MFCD00864906
    • Inchi： 1S/C15H17N5O6S2/c1-25-3-6-4-27-13-9(12(22)20(13)10(6)14(23)24)18-11(21)8(19-26-2)7-5-28-15(16)17-7/h5,9,13H,3-4H2,1-2H3,(H2,16,17)(H,18,21)(H,23,24)/b19-8-/t9-,13-/m1/s1
    • InChI Key： WYUSVOMTXWRGEK-HBWVYFAYSA-N
    • SMILES： C(C1=C(COC)CS[C@@H]2[C@@H](C(N12)=O)NC(=O)/C(/C1=CSC(N)=N1)=N\OC)(=O)O

Computed Properties

  • Exact Mass: 427.06200
  • Monoisotopic Mass: 427.062
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 9
  • Heavy Atom Count: 28
  • Rotatable Bond Count: 8
  • Complexity: 744
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: _1.4
  • Topological Polar Surface Area: 210A^2

Experimental Properties

  • Color/Form: White to yellowish powder
  • Density: 1.8±0.1 g/cm3
  • Melting Point: 200-202°C
  • Refractive Index: 1.78
  • Solubility: Soluble in DMSO
  • PSA: 209.98000
  • LogP: 0.37080
  • Sensitiveness: Light Sensitive

Cefpodoxime Acid Security Information

Cefpodoxime Acid Pricemore >>

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(6R,7R)-7-((Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
 80210-62-4 95%
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WU HAN AN JIE KAI Biomedical Technology Co., Ltd.
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Cefpodoxime (free acid)
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Cefpodoxime Acid Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Dimethylformamide ,  Sulfuryl chloride ;  -20 °C; -20 °C → 0 °C; 1 h, 0 °C
1.2 Solvents: Dichloromethane ;  0 °C → 20 °C
1.3 Solvents: Dichloromethane ;  1 h, -20 °C
1.4 10 min, -55 °C
1.5 Reagents: Triethylamine Solvents: Water ;  20 min, -55 °C → 25 °C; pH 6.5, 25 °C
Reference
Synthetic utility of dimethyl formaminium chloride chlorosulphate in preparation of cephems
Singh, Daroga; et al, Asian Journal of Chemistry, 2007, 19(7), 5747-5750

Production Method 2

Reaction Conditions
1.1 Reagents: Sodium acetate Solvents: Water ;  cooled
1.2 Solvents: Water ;  2 - 10 °C
1.3 Reagents: Ammonium hydroxide Solvents: Water ;  2 h, pH 5.8 - 6.2, 10 - 12 °C
Reference
Novel intermediate for the preparation of cephalosporin
Anonymous, IP.com Journal, 2008, 8,

Production Method 3

Reaction Conditions
1.1 Reagents: Thiourea ,  Sodium bicarbonate Solvents: Water
Reference
Studies on orally active cephalosporin esters
Fujimoto, Koichi; et al, Journal of Antibiotics, 1987, 40(3), 370-84

Production Method 4

Reaction Conditions
1.1 Reagents: Triethylamine Solvents: Methanol ;  30 - 45 min, 10 - 12 °C
1.2 Reagents: Sulfuric acid Solvents: Water ;  20 min, 5.4 - 5.5 atm, 5 °C
Reference
Process development for synthesizing cefpodoxime proxetil
Ali, Mohammed Khalid; et al, Journal of Drug Delivery and Therapeutics, 2017, 7(1), 70-80

Production Method 5

Reaction Conditions
1.1 Reagents: Acetamide ,  Chlorotrimethylsilane ,  Hexamethyldisilazane Solvents: Dichloromethane ;  2 - 3 h, 25 - 30 °C; -90 - -80 °C
1.2 Reagents: Phosphorus pentachloride Solvents: Dichloromethane ;  -10 - -5 °C; 1 h, 10 - 15 °C; -90 - -80 °C; -30 - -20 °C
2.1 Reagents: Sodium acetate Solvents: Water ;  cooled
2.2 Solvents: Water ;  2 - 10 °C
2.3 Reagents: Ammonium hydroxide Solvents: Water ;  2 h, pH 5.8 - 6.2, 10 - 12 °C
Reference
Novel intermediate for the preparation of cephalosporin
Anonymous, IP.com Journal, 2008, 8,

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