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P7903

Sigma-Aldrich

Pipemidic acid

Synonym(s):

8-Ethyl-5,8-dihydro-5-oxo-2-(1-piperazinyl)pyrido(2,3-d)pyrimidine-6-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C14H17N5O3
CAS Number:
51940-44-4
Molecular Weight:
303.32
EC Number:
257-530-2
MDL number:
MFCD00057291
UNSPSC Code:
51282938
PubChem Substance ID:
24898889
NACRES:
NA.85

form

powder

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

DNA synthesis | interferes
cell wall synthesis | interferes
enzyme | inhibits

SMILES string

CCN1C=C(C(O)=O)C(=O)c2cnc(nc12)N3CCNCC3

InChI

1S/C14H17N5O3/c1-2-18-8-10(13(21)22)11(20)9-7-16-14(17-12(9)18)19-5-3-15-4-6-19/h7-8,15H,2-6H2,1H3,(H,21,22)

InChI key

JOHZPMXAZQZXHR-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544)

General description

Chemical structure: quinolone

Application

Pipemidic acid is used to study DNA damage and mutagenic activity. It has been used to induce articular lesions in the neonatal mouse and is used to study human lymphocyte blastogenesis and γ-interferon production .

Biochem/physiol Actions

Pipemidic acid modulates (inhibits) bacterial DNA gyrase-dependent processes such as DNA polymerization, (ATP-dependent) DNA supercoiling, and chromosome fragmentation. Pipemidic acid has been shown to induce inhibition of lymphocyte DNA synthesis.

Analysis Note

Very slightly soluble in water. It dissolves in diluted solutions of acids and of alkali hydroxides.

Other Notes

10g,100g
Keep container tightly closed in a dry and well-ventilated place.Keep in a dry place

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H317,H334

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Xiao X Han et al.
Analytical chemistry, 81(9), 3350-3355 (2009-04-14)
For surface-enhanced Raman scattering (SERS)-based protein identification, immunoassay, and drug screening, metal sandwich substrates bridged by proteins have been created in the present study. The sandwich architectures are fabricated based on a layer-by-layer (LbL) technique. The first gold monolayer is
I Grabnar et al.
International journal of pharmaceutics, 322(1-2), 52-59 (2006-06-30)
Intravesical administration of cytotoxic agents is commonly used in urological practice for treatment of superficial bladder cancer. The leading motive is optimisation of drug delivery near the site of action and reduction of systemic toxicity. Bladder pharmacokinetics is complicated by
Adrián Jaén-Gil et al.
Journal of chromatography. A, 1568, 57-68 (2018-06-19)
The evaluation of wastewater treatment capabilities in terms of removal of water pollutants is crucial when assessing water mitigation issues. Not only the monitoring of target pollutants becomes a critical point, but also the transformation products (TPs) generated. Since these
Quinolone-Induced Arthropathy in the Neonatal Mouse: Morphological Analysis of Articular Lesions Produced by Pipemidic Acid and Ciprofloxacin1
DANIEL A. LINSEMAN, LAURIE A. HAMPTON, et al.
Toxicological Sciences, 28, 59-64 (1995)
Hirofumi Kishi et al.
Nanomaterials (Basel, Switzerland), 8(12) (2018-11-24)
Platinum group metal-free (PGM-free) catalysts based on transition metal-nitrogen-carbon nanomaterials have been studied by a combination of ex situ and in situ synchrotron X-ray spectroscopy techniques; high-resolution Transmission Electron Microscope (TEM); Mößbauer spectroscopy combined with electrochemical methods and Density Functional
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