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| | 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(hexahydro-1H-azepin-1-yl)methylene]amino]-3,3-dimethyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, monohydrochloride, [2S-(2alpha,5alpha,6beta)]- Basic information |
| Product Name: | 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(hexahydro-1H-azepin-1-yl)methylene]amino]-3,3-dimethyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, monohydrochloride, [2S-(2alpha,5alpha,6beta)]- | | Synonyms: | 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(hexahydro-1H-azepin-1-yl)methylene]amino]-3,3-dimethyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, monohydrochloride, [2S-(2alpha,5alpha,6beta)]-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(hexahydro-1H-azepin-1-yl)methylene]amino]-3,3-dimethyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, monohydrochloride, (2S,5R,6R)- (9CI);4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(hexahydro-1H-azepin-1-yl)methylene]amino]-3,3-dimethyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, monohydrochloride, [2S-(2a,5a,6b)]-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(hexahydro-1H-azepin-1-yl)methylene]amino]-3,3-dimethyl-7-oxo-, hydroxymethyl ester pivalate (ester), monohydrochloride, (+)- (8CI);Selexid;PIVMECILLINUMHYDROCHLORIDE;Amidinocillin Pivoxil;Melysin | | CAS: | 32887-03-9 | | MF: | C21H34ClN3O5S | | MW: | 476.02976 | | EINECS: | 251-278-7 | | Product Categories: | | | Mol File: | 32887-03-9.mol | ![4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(hexahydro-1H-azepin-1-yl)methylene]amino]-3,3-dimethyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, monohydrochloride, [2S-(2alpha,5alpha,6beta)]- Structure](CAS/GIF/32887-03-9.gif) |
| | 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(hexahydro-1H-azepin-1-yl)methylene]amino]-3,3-dimethyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, monohydrochloride, [2S-(2alpha,5alpha,6beta)]- Chemical Properties |
| Melting point | 172-173° | | alpha | D20 +219° (c = 1 in 0.1N HCl) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | solubility | Freely soluble in water, in anhydrous ethanol and in methanol, slightly soluble in acetone. | | form | Solid | | color | White to off-white | | CAS DataBase Reference | 32887-03-9 |
| | 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(hexahydro-1H-azepin-1-yl)methylene]amino]-3,3-dimethyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, monohydrochloride, [2S-(2alpha,5alpha,6beta)]- Usage And Synthesis |
| Chemical Properties | White or almost white, crystalline powder. | | Uses | Pivmecillinam is an orally active prodrug of Amdinocillin (A576300), an broad spectrum penicillin antibiotic that binds specifically to penicillin binding protein 2. | | in vivo | Pivmecillinam (0.5 and 1 mg per mouse, subcutaneous injection, three times daily for four days) can effectively inhibit urinary tract infections caused by multidrug-resistant E. coli in a mouse model of urinary tract infection induced by catheter injection of E. coli[4]. | Animal Model: | Mouse urinary tract infection (UTI) model (OF1 female mice were inoculated with approximately 109 CFU/mL E. coli bacterial suspension through a catheter)[4] | | Dosage: | 0.5 and 1 mg/mouse | | Administration: | Subcutaneous injection (s.c.), three times daily for 4 days | | Result: | Significantly reduced the number of E. coli strains in the urine, bladder, and kidneys, especially in the urine. |
| | IC 50 | β-lactam |
| | 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(hexahydro-1H-azepin-1-yl)methylene]amino]-3,3-dimethyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, monohydrochloride, [2S-(2alpha,5alpha,6beta)]- Preparation Products And Raw materials |
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