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1.What is the Cefcapene pivoxil ?
Antibacterial. Orally absorbed cephalosporin; ester prodrug of the active free acid metabolite, cefcapene
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![((6R,7R)-3-((aminocarbonyl)oxy)methyl-7-((Z)-2-(2-tert-butoxycarbonylaminothiazol-4-yl)-2-pentenoyl)amino)-8-oxo-5-thio-1-azabicyclo[4.2.0]-oct-2-ene-2-carboxylic acid(2,2-dimethyloxypropoxymethyl)ester](/upload/2026/9/4274832ede77442290ed3a5efeb4b50c_011a2c21-86fa-49f1-9517-ec5c2260fcaa.png)
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105889-80-3
((6R,7R)-3-((aminocarbonyl)oxy)methyl-7-((Z)-2-(2-tert-butoxycarbonylaminothiazol-4-yl)-2-pentenoyl)amino)-8-oxo-5-thio-1-azabicyclo[4.2.0]-oct-2-ene-2-carboxylic acid(2,2-dimethyloxypropoxymethyl)ester
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105889-45-0
cefcapene pivoxil
| Conditions | Yield |
|---|---|
|
With
trifluoroacetic acid;
In
dichloromethane;
for 1.5h;
Ambient temperature;
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73% |
|
((6R,7R)-3-((aminocarbonyl)oxy)methyl-7-((Z)-2-(2-tert-butoxycarbonylaminothiazol-4-yl)-2-pentenoyl)amino)-8-oxo-5-thio-1-azabicyclo[4.2.0]-oct-2-ene-2-carboxylic acid(2,2-dimethyloxypropoxymethyl)ester;
With
boron trifluoride;
In
methoxybenzene; acetonitrile;
at -30 - 30 ℃;
With
water; sodium hydrogencarbonate;
In
methoxybenzene; 4-methyl-2-pentanone; acetonitrile;
Product distribution / selectivity;
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((6R,7R)-3-((aminocarbonyl)oxy)methyl-7-((Z)-2-(2-tert-butoxycarbonylaminothiazol-4-yl)-2-pentenoyl)amino)-8-oxo-5-thio-1-azabicyclo[4.2.0]-oct-2-ene-2-carboxylic acid(2,2-dimethyloxypropoxymethyl)ester;
With
boron trifluoride;
In
acetonitrile;
at -30 - 30 ℃;
With
water; sodium hydrogencarbonate;
In
4-methyl-2-pentanone; acetonitrile;
Product distribution / selectivity;
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((6R,7R)-3-((aminocarbonyl)oxy)methyl-7-((Z)-2-(2-tert-butoxycarbonylaminothiazol-4-yl)-2-pentenoyl)amino)-8-oxo-5-thio-1-azabicyclo[4.2.0]-oct-2-ene-2-carboxylic acid(2,2-dimethyloxypropoxymethyl)ester;
With
aluminum (III) chloride;
In
dichloromethane;
at 0 - 5 ℃;
for 0.5h;
With
sodium hydroxide;
In
dichloromethane; isopropyl alcohol;
Product distribution / selectivity;
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((6R,7R)-3-((aminocarbonyl)oxy)methyl-7-((Z)-2-(2-tert-butoxycarbonylaminothiazol-4-yl)-2-pentenoyl)amino)-8-oxo-5-thio-1-azabicyclo[4.2.0]-oct-2-ene-2-carboxylic acid(2,2-dimethyloxypropoxymethyl)ester;
With
titanium tetrachloride;
In
dichloromethane;
at 0 - 5 ℃;
With
sodium hydroxide;
In
dichloromethane; isopropyl alcohol;
Product distribution / selectivity;
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|
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With
formic acid; titanium tetrachloride;
In
dichloromethane;
at 0 - 20 ℃;
for 1.25h;
Inert atmosphere;
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105890-10-6
7β-<(Z)-2-(2-tert-butoxycarbonylaminothiazol-4-yl)-2-pentenoylamino>-3-carbamoyloxymethyl-3-cephem-4-carboxylic acid
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105889-45-0
cefcapene pivoxil
| Conditions | Yield |
|---|---|
|
Multi-step reaction with 2 steps
1: 51.1 percent / K2CO3 / dimethylformamide / 1.5 h / -40 °C
2: 73 percent / trifluoroacetic acid / CH2Cl2 / 1.5 h / Ambient temperature
With
potassium carbonate; trifluoroacetic acid;
In
dichloromethane; N,N-dimethyl-formamide;
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Multi-step reaction with 3 steps
1.1: water / 0.5 h / 20 °C / Inert atmosphere
2.1: sodium hydrogencarbonate / water / Inert atmosphere
2.2: 20 °C / Inert atmosphere
3.1: formic acid; titanium tetrachloride / dichloromethane / 1.25 h / 0 - 20 °C / Inert atmosphere
With
formic acid; titanium tetrachloride; sodium hydrogencarbonate;
In
dichloromethane; water;
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2.What is the CAS number for Cefcapene pivoxil ?
The CAS number of Cefcapene pivoxil is 105889-45-0.
More information of Cefcapene pivoxil 105889-45-0 are:
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CAS?Number |
105889-45-0 |
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Density |
1.47 g/cm3 |
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Melting Point |
158-164°C |
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Boiling Point |
888.4 °C at 760 mmHg |
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Flash Point |
491.1 °C |
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Vapor Pressure |
3.51E-32mmHg at 25°C |
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Refractive Index |
1.638 |
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HS CODE |
2942000000 |
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PSA |
246.78000 |
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LogP |
2.96830 |
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Pka |
11.33±0.60(Predicted) |
3.What are another words for Cefcapene pivoxil ?
Synonyms?for?Cefcapene pivoxil 105889-45-0:5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid,3-[[(aminocarbonyl)oxy]methyl]-7-[[(2Z)-2-(2-amino-4-thiazolyl)-1-oxo-2-pentenyl]amino]-8-oxo-,(2,2-dimethyl-1-oxopropoxy)methyl ester, (6R,7R)- (9CI);5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid,3-[[(aminocarbonyl)oxy]methyl]-7-[[2-(2-amino-4-thiazolyl)-1-oxo-2-pentenyl]amino]-8-oxo-,(2,2-dimethyl-1-oxopropoxy)methyl ester, [6R-[6a,7b(Z)]]-;Cefcamate pivoxil;Flumax;S 1108;Cefcapene pivoxil;
4.What is the molecular formula of Cefcapene pivoxil?
The chemical formula of ?Cefcapene pivoxil is?C23H29N5O8S2 which containing 23 Carbon atoms,29 Hydrogen atoms,5 Nitrogen atoms,8 Oxygen atoms and 2 Sulfur atoms,and the molecular weight of??Cefcapene pivoxil?is 567.644.
5.What is Cefcapene pivoxil (105889-45-0) used for?
Flomox was launched in Japan as an orally active cephalosporin for respiratory and urinary tract infections, heptatic infections, ophthalmological and otorhinolarynological infections, skinkoft tissue infections, and for use in gynacology, dentistry and oral surgery. It can be prepared by condesation of 2(Z)-(2-(t-butoxycarbonylamino) thiazol-4-yl)-2-pentenoic acid with 7-amino-3-(carbanoyloxymethyl)- 3-cephem-4-carboxylic acid pivaloyl methyl ester followed by deprotection. Flomox is highly active against a wide variety of Gram-positive and Gram-negative bacteria, except for several strains such as Pseudomonas aeruginosa and enterococci, by acting as a cell wall synthesis inhibitor (β-lactamase stability against TEM-1 type β-lactamases) and is more effective than cefaclor and cefdinir. Absorption is improved by the pivaloyloxymethyl ester group which is easily lost by deesterification during GI absorption to produce the biologically active form. The pivalic acid generated quickly conjugates with carnitine and is excreted in the urine. The drop in plasma levels of carnitine was dose dependent and returned to normal levels upon termination of treatment.
InChI:InChI=1/C23H29N5O8S2/c1-5-6-12(13-9-38-21(24)26-13)16(29)27-14-17(30)28-15(11(7-34-22(25)33)8-37-18(14)28)19(31)35-10-36-20(32)23(2,3)4/h6,9,14,18H,5,7-8,10H2,1-4H3,(H2,24,26)(H2,25,33)(H,27,29)/b12-6+/t14-,18-/m1/s1
Relevant articles related to Cefcapene pivoxil:
|
Article |
Source |
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AN IMPROVED PROCESS FOR THE PREPARATION OF CEPHALOSPORIN ANTIBIOTIC |
- Page/Page column 11, (2009/01/23) |
6.Buy Cefcapene pivoxil with the best price .
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