Home Other Building Blocks Pivmecillinam hydrochloride

Pivmecillinam hydrochloride

CAS No.:
32887-03-9
Catalog Number:
AG00C6JP
Molecular Formula:
C21H34ClN3O5S
Molecular Weight:
476.0298
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
10mg
94%
1 week
United States
$140
- +
50mg
94%
1 week
United States
$323
- +
100mg
94%
1 week
United States
$523
- +
Product Description
Catalog Number:
AG00C6JP
Chemical Name:
Pivmecillinam hydrochloride
CAS Number:
32887-03-9
Molecular Formula:
C21H34ClN3O5S
Molecular Weight:
476.0298
MDL Number:
MFCD01682071
IUPAC Name:
2,2-dimethylpropanoyloxymethyl (2S,5R,6R)-6-(azepan-1-ylmethylideneamino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;hydrochloride
InChI:
InChI=1S/C21H33N3O5S.ClH/c1-20(2,3)19(27)29-13-28-18(26)15-21(4,5)30-17-14(16(25)24(15)17)22-12-23-10-8-6-7-9-11-23;/h12,14-15,17H,6-11,13H2,1-5H3;1H/t14-,15+,17-;/m1./s1
InChI Key:
UHPXMYLONAGUPC-WKLLBTDKSA-N
SMILES:
O=C([C@@H]1N2C(=O)[C@H]([C@H]2SC1(C)C)/N=C/N1CCCCCC1)OCOC(=O)C(C)(C)C.Cl
EC Number:
251-278-7
UNII:
48FX7N21H2
Properties
Complexity:
710  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
2  
Defined Atom Stereocenter Count:
3  
Defined Bond Stereocenter Count:
0
Exact Mass:
475.191g/mol
Formal Charge:
0
Heavy Atom Count:
31  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
476.029g/mol
Monoisotopic Mass:
475.191g/mol
Rotatable Bond Count:
8  
Topological Polar Surface Area:
114A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Literature
Title Journal
Efficacy of pivmecillinam for treatment of lower urinary tract infection caused by extended-spectrum β-lactamase-producing Escherichia coli and Klebsiella pneumoniae. Microbial drug resistance (Larchmont, N.Y.) 20120401
French results of the ARESC study: clinical aspects and epidemiology of antimicrobial resistance in female patients with cystitis. Implications for empiric therapy. Medecine et maladies infectieuses 20120201
[Clinical efficacy of tebipenem pivoxil treatment in children with pneumonia, who had no relief despite having administered oral beta-lactam antibiotics]. The Japanese journal of antibiotics 20110601
Inequality in quality? Regional and educational differences in treatment with fluoroquinolone in urinary tract infection of 236,376 Swedish patients. BMJ quality & safety 20110101
Characteristics of Escherichia coli causing persistence or relapse of urinary tract infections: phylogenetic groups, virulence factors and biofilm formation. Virulence 20110101
[Update on current care guidelines: urinary tract infections]. Duodecim; laaketieteellinen aikakauskirja 20110101
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis. Bioorganic & medicinal chemistry letters 20101101
Antibiotics for the treatment of dysentery in children. International journal of epidemiology 20100401
Pivmecillinam versus sulfamethizole for short-term treatment of uncomplicated acute cystitis in general practice: a randomized controlled trial. Scandinavian journal of primary health care 20090101
Risk of miscarriage for pregnant users of pivmecillinam: a population-based case-control study. APMIS : acta pathologica, microbiologica, et immunologica Scandinavica 20080401
Usefulness and problems of the urinary tract infection criteria for evaluating drug efficacy for complicated urinary tract infections. Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy 20071001
Clinical and bacteriological outcome of different doses and duration of pivmecillinam compared with placebo therapy of uncomplicated lower urinary tract infection in women: the LUTIW project. Scandinavian journal of primary health care 20070101
Successful treatment of ctx-m ESBL producing Escherichia coli relapsing pyelonephritis with long term pivmecillinam. Scandinavian journal of infectious diseases 20070101
Microsphere-based protease assays and screening application for lethal factor and factor Xa. Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501
New media for the semiselective isolation and enumeration of Xanthomonas campestris pv. mangiferaeindicae, the causal agent of mango bacterial black spot. Journal of applied microbiology 20050101
Hyperammonemic encephalopathy induced by a combination of valproate and pivmecillinam. Acta neurologica Scandinavica 20040401
The natural course of uncomplicated lower urinary tract infection in women illustrated by a randomized placebo controlled study. Scandinavian journal of infectious diseases 20040101
Pivmecillinam and adverse birth and neonatal outcomes: a population-based cohort study. Scandinavian journal of infectious diseases 20040101
[Is repeat antibiotic prescription following treatment with sulfonamide or pivmecillinam a valid method for assessment of therapeutic failure in urinary infection?]. Ugeskrift for laeger 20031103
[Sulfamethizole versus pivmecillinam in urinary tract infections]. Ugeskrift for laeger 20031103
Pivmecillinam--therapy of choice for lower urinary tract infection. International journal of antimicrobial agents 20031001
[Prescriptions of a new antibiotic following treatment with sulfamethizole or pivmecillinam]. Ugeskrift for laeger 20030922
Symptomatic vaginal candidiasis after pivmecillinam and norfloxacin treatment of acute uncomplicated lower urinary tract infection. International journal of antimicrobial agents 20021001
Treatment failures after antibiotic therapy of uncomplicated urinary tract infections. A prescription database study. Scandinavian journal of primary health care 20020601
[Urinary antimicrobial prophylaxis]. Archives de pediatrie : organe officiel de la Societe francaise de pediatrie 20020501
[Is new prescription of antibiotics after treatment with sulfonamide or pivmecillinam a validated method for assessment of treatment failure?]. Ugeskrift for laeger 20020211
Three days of pivmecillinam or norfloxacin for treatment of acute uncomplicated urinary infection in women. Scandinavian journal of infectious diseases 20020101
[Repeat antibiotic prescriptions following treatment with sulfonamide or pivmecillinam. A survey of prescriptions among women aged 15-50 years in the county of Nordjylland]. Ugeskrift for laeger 20011231
Hyperimmune bovine colostrum in the treatment of shigellosis in children: a double-blind, randomized, controlled trial. Acta paediatrica (Oslo, Norway : 1992) 20011201
Effect of perorally administered pivmecillinam on the normal oropharyngeal, intestinal and skin microflora. Journal of chemotherapy (Florence, Italy) 20010601
Birth outcome and risk of neonatal hypoglycaemia following in utero exposure to pivmecillinam: a population-based cohort study with 414 exposed pregnancies. Scandinavian journal of infectious diseases 20010101
Pivmecillinam (selexid). Drug and therapeutics bulletin 19781222
Properties