ChemicalBook > CAS DataBase List > 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-(2alpha,5alpha,6beta)]-

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)]-
CAS No.
32887-03-9
Chemical 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
Selexid;Melysin;PIVMECILLINAM HCL;Amidinocillin Pivoxil;FL-1039 hydrochloride;PIVMECILLINUMHYDROCHLORIDE;Pivmecillinam-d9 Hydrochloride;Pivmecillinam hydrochloride CRS;Amdinocillin pivoxil hydrochloride;PIVMECILLINAM HYDROCHLORIDE USP/EP/BP
CBNumber
CB0919214
Molecular Formula
C21H34ClN3O5S
Formula Weight
476.02976
MOL File
32887-03-9.mol
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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)]- Property

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
P2152000
Product name
Pivmecillinam hydrochloride
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
100 mg
Price
$164
Updated
2025/07/31
Sigma-Aldrich
Product number
P2152000
Product name
Pivmecillinam hydrochloride
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
p2152000
Price
$153
Updated
2024/03/01
TRC
Product number
P550700
Product name
Pivmecillinam hydrochloride
Packaging
500mg
Price
$1540
Updated
2021/12/16
ChemScene
Product number
CS-4222
Product name
Pivmecillinam hydrochloride
Purity
≥98.0%
Packaging
10mg
Price
$60
Updated
2021/12/16
AK Scientific
Product number
3975AH
Product name
Pivmecillinam hydrochloride
Packaging
25mg
Price
$170
Updated
2021/12/16
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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)]- Chemical Properties,Usage,Production

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

Raw materials

Preparation Products

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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)]- Suppliers

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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)]-Related Search:

NORFLUOXETINE HYDROCHLORIDE N-(2-butyl-3-(4-(3-(dibutylamino)propoxy)-benzoyl)benzofuran-5-yl)-N-(methylsulfonyl)methanesulfonamide Bispyridoxine (3RS)-N-Methyl-3-phenyl-3-[2-(trifluoroMethyl)-phenoxy]propan-1-aMine Hydrochloride(2-TrifluoroMethylisoMer of Fluoxetine Hydro-chloride) 3-Dechloro-3-broMo Trazodone Hydrochloride Thioridazine-d3 Hydrochloride PIVMECILLINAM D-VALINE METHYL ESTER HYDROCHLORIDE 4-METHOXY-2-METHYL-2-BUTANETHIOL D-Cysteine hydrochloride Mecillinam N-ALPHA-METHYL-D-VALINE HYDROCHLORIDE D-PENCILLAMINE METHYL ESTER HYDROCHLORIDE 1,4-Thiazepane hydrochloride 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)]- D(-)PENICILLAMINE HYDROCHLORIDE pivalyloxymethyl butyrate METHYL 2-AMINO-3-MERCAPTOPROPANOATE HYDROCHLORIDE

  • 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
  • PIVMECILLINAM HCL
  • Pivmecillinam hydrochloride (Amdinocillin pivoxil hydrochloride)
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6
  • 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
  • Pivmecillinam-d9 Hydrochloride
  • Amdinocillin pivoxil hydrochloride
  • AMDINOCILLIN PIVOXIL HYDROCHLORIDE;SELEXID
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • FL-1039 hydrochloride
  • Pivmecillinam hydrochloride CRS
  • (2S,5R,6R)-(pivaloyloxy)methyl 6-((azepan-1-ylmethylene)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate hydrochloride
  • PIVMECILLINAM HYDROCHLORIDE EPP(CRM STANDARD) USP/EP/BP
  • PIVMECILLINAM HYDROCHLORIDE USP/EP/BP
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 6-[[(hexahydro-1H-azepin-1-yl)methylene]amino]-3,3-dimethyl-7-oxo-,(2,2-dimethyl-1-oxopropoxy)methyl ester, hydrochloride (1:1), (2S,5R,6R)-
  • (Pivaloyloxy)methyl (2S,5R,6R)-6-((azepan-1-ylmethylene)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate hydrochloride
  • Inhibitor,Antibiotic,FL 1039,FL1039,Pivmecillinam,Pivmecillinam hydrochloride,Bacterial,FL-1039,inhibit
  • Pivmecillinam hydrochloride, 10 mM in DMSO
  • 32887-03-9
  • C21H33N3O5SHCl
  • C21H34ClN3O5S