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SML0817

Sigma-Aldrich

Pivmecillinam

≥98% (HPLC)

Synonym(s):

Amdinocillin pivoxil

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10 MG
$72.39
50 MG
$312.00

About This Item

Empirical Formula (Hill Notation):
C21H33N3O5S
CAS Number:
32886-97-8
Molecular Weight:
439.57
EC Number:
251-276-6
MDL number:
MFCD00865080
UNSPSC Code:
51111800
PubChem Substance ID:
329825603
NACRES:
NA.77

$72.39

List Price$76.20Save 5%
Web-Only Promotion

Available to ship onMay 01, 2025Details

Request a Bulk Order

Quality Level

100

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D +215 to +245°, c = 1 in ethanol

color

white to beige

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

−20°C

SMILES string

CC1(C)[C@H](C(OCOC(C(C)(C)C)=O)=O)N2C([C@](/N=C/N3CCCCCC3)([H])[C@@]2([H])S1)=O

InChI

1S/C21H33N3O5S/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/b22-12+/t14-,15+,17-/m1/s1

InChI key

NPGNOVNWUSPMDP-UTEPHESZSA-N

Application

Pivmecillinam has been used to test its efficacy as a breast cancer stem cells (CSCs) targeting agent.[1]

Biochem/physiol Actions

Pivmecillinam is a β-lactam antibiotic and a pivaloyl-containing pro-drug.[2] It belongs to the class of amidinopenicillin.[3] Pivmecillinam is an oral anti-microbial agent that can be considered for treating E. coli urinary tract infection (UTI).[4]
Pivmecillinam is a gram negative antibiotic, and inhibitor of penicillin-binding protein 2 (PBP2).
Pivmecillinam is a gram negative antibiotic, and inhibitor of penicillin-binding protein 2 (PBP2). Pivmecillinam has been shown to have synergistic effects with several antibiotics including novobiocin and rifampin in gram negative bacteria.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000440302
0000440305
0000440305
0000440302
0000407742

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C-M Lokrantz et al.
Acta neurologica Scandinavica, 109(4), 297-301 (2004-03-16)
We describe the clinical and neurophysiological findings in a case of hyperammonemic encephalopathy. A 72-year-old woman taking valproate (VPA), as monotherapy for her partial epilepsy developed urinary tract infection. She was treated with pivmecillinam 600 mg daily. The following days
Beta-lactam antibiotics
Meyler's Side Effects of Drugs: The International Encyclopedia of Adverse Drug Reactions and (2015)
Filip Jansåker et al.
Infection and drug resistance, 12, 1691-1702 (2019-07-30)
To compare the therapeutic effect of pivmecillinam and other common oral antibiotics for community-acquired urinary tract infections (UTIs) caused by Extended Spectrum Beta-Lactamase (ESBL)- or non-ESBL-producing Escherichia coli. Retrospective cohort study from 2010 to mid-2016 with data from the regional
Miika Bergman et al.
Antimicrobial agents and chemotherapy, 53(3), 912-917 (2008-12-24)
During a 9-year study period from 1997 through 2005, the association between antimicrobial resistance rates in Escherichia coli and outpatient antimicrobial consumption was investigated in 20 hospital districts in Finland. A total of 754,293 E. coli isolates, mainly from urine
Beatrix S Traa et al.
International journal of epidemiology, 39 Suppl 1, i70-i74 (2010-04-02)
Ciprofloxacin, ceftriaxone and pivmecillinam are the antibiotics currently recommended by the World Health Organization (WHO) for the treatment of dysentery in children; yet there have been no reviews of the clinical effectiveness of these antibiotics in recent years. We reviewed
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