PIROMIDIC ACID

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Products Intro: Product Name:Piromidic acid
CAS:19562-30-2
Purity:98.00% Package:10 mg;100 mg;200 mg;50 mg Remarks:REAGENT;FOR LABORATORY USE ONLY
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Products Intro: Product Name:Piromidic Acid
CAS:19562-30-2
Purity:98% Package:1g,10g,25g,500g,1kg
Company Name: Alfa Chemistry
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Products Intro: Product Name:Piromidic acid
CAS:19562-30-2
Company Name: Wuhan Topule Biopharmaceutical Co., Ltd
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Products Intro: Product Name:PiromidicAcid
CAS:19562-30-2
Purity:98%+ Package:10mg,500mg,1g,5g Remarks:Topule Company operates with integrity and has its own laboratory, which supports packaging and customization. Payment will be made after the product has passed third-party testing
Company Name: Amadis Chemical Company Limited
Tel: 571-89925085
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Products Intro: Product Name:Piromidic acid
CAS:19562-30-2
Purity:0.97 Package:mgs,gs,kgs Remarks:A919659
PIROMIDIC ACID Basic information
Product Name:PIROMIDIC ACID
Synonyms:enterol;gastrurol;lidinyl)-;panacid;pd93;pirodal;5,8-Dihydro-8-ethyl-5-oxo-2-pyrrolidinopyrido[2,3-d]pyriMidine-6-carboxylic Acid;NSC 291120
CAS:19562-30-2
MF:C14H16N4O3
MW:288.3
EINECS:243-161-4
Product Categories:Inhibitors;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:19562-30-2.mol
PIROMIDIC ACID Structure
PIROMIDIC ACID Chemical Properties
Melting point 314-316°
Boiling point 430.54°C (rough estimate)
density 1.1895 (rough estimate)
refractive index 1.6000 (estimate)
storage temp. 0-6°C
solubility Chloroform (Slightly, Heated, Sonicated), Ethanol (Slightly, Heated)
form Solid
pka4.14±0.20(Predicted)
color Crystals from EtOH/CHCl3
Safety Information
ToxicityLD50 in male, female mice, male, female rats (mg/kg): 287, 268, 177, 158 i.v.; all >4000 orally, s.c. and i.p. (Shimizu)
MSDS Information
PIROMIDIC ACID Usage And Synthesis
DescriptionPiromidic acid is a quinolone antibiotic that is active against Gram-positive and Gram-negative bacteria including S. aureus and E. coli (MICs = 10 and 1 μg/ml, respectively). It inhibits growth of nalidixic acid-sensitive strains of E. coli in an in vitro model of bacterial cystitis when used at concentrations of 10 and 50 mg/L. Piromidic acid also has antimalarial properties and is active against chloroquine-sensitive and -resistant strains of P. falciparum in vitro (IC50s = 41.4 and 14.4 μg/ml, respectively) as well as against hepatic stages of P. yoelii yoelii (IC50 = 21.6 μg/ml).
OriginatorPanacid, Dainippon, Japan ,1972
UsesAntibacterial;Topoisomerase II inhibitor
UsesPiromidic acid is a quinolone antibacterial.
DefinitionChEBI: Piromidic acid is a pyridopyrimidine that is 5-oxo-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylic acid, substituted at position 2 by a pyrrolidin-1-yl group and at position 8 by an ethyl group. A synthetic antibacterial which is used for the treatment of urinary tract and intestinal infections. It has a role as an antibacterial drug and a DNA synthesis inhibitor. It is a quinolone antibiotic, a member of pyrrolidines, a tertiary amino compound, a monocarboxylic acid and a pyridopyrimidine.
Manufacturing Process150 mg of 6-carboxy-5,8-dihydro-8-ethyl-2-methylthio-5-oxopyrido[2,3d]pyrimidine was added to 30 ml of absolute ethanol containing 1.1 g of dissolved pyrrolidine, and the mixture was reacted for 5 hours at 95°C in a sealed tube. The solvent was removed by distillation, and the residue was recrystallized from methanol-chloroform. There were obtained 111 mg of 6carboxy-5,8-dihydro-8-ethyl-5-oxo-2-pyrrolidino-pyrido[2,3-d]pyrimidine having a MP of 314° to 316°C.
The starting material is produced by reacting 6-amino-2-methylthiopyrimidine with ethoxymethylene malonic acid diethyl ester. That intermediate is thermally treated in diphenyl ether to give 6-ethoxycarbonyl-2-methylthio-5oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine. The ethoxy group is hydrolyzed off with sodium hydroxide and one nitrogen is ethylated with diethyl sulfate to give the starting material. These are the same initial steps as used in the pipemidic acid syntheses earlier in this volume.
Therapeutic FunctionAntibacterial (urinary)
Pharmaceutical ApplicationsA pyrimidopyrimidine derivative with a C7-pyrrolidinyl ring, allowing a slight increase in activities against Gram-positive cocci. Its main antibacterial activity is close to that of nalidixic acid and there have been reports of renal toxicity. It is available in only a few countries.
Safety ProfilePoison by subcutaneous and intravenous routes. Moderately toxic by skin contact and intraperitoneal routes. An antibacterial agent. When heated to decomposition it emits toxic fumes of NOx.
PIROMIDIC ACID Preparation Products And Raw materials
Raw materialsPyrrolidine-->Diethyl sulfate-->Sodium hydroxide-->Diethyl ethoxymethylenemalonate
Tag:PIROMIDIC ACID(19562-30-2) Related Product Information
PINOSYLVIN 2-Amino-5-pyrimidinecarboxyaldehyde 2-Pyrrolidin-1-ylpyrimidine-5-carboxaldehyde 97% PIROMIDIC ACID 1-(5-Pyrimidinyl)ethanone 2,4-DIAMINO-PYRIMIDINE-5-CARBALDEHYDE 2-Pyrimidinamine, 5-methyl- (9CI) 5-ETHYL-2-PYRIMIDINAMINE 3-DIMETHYLAMINO-2-METHYL-2-PROPENAL 2-DIMETHYLAMINO-PYRIMIDINE-5-CARBALDEHYDE 2,4-BIS(DIMETHYLAMINO)-PYRIMIDINE Ethanone,1-(2-amino-5-pyrimidinyl)- 5-Pyrimidinecarboxaldehyde, 2-(ethylamino)- (9CI) 5-PROPYL-2-PYRIMIDINAMINE N2,N4-DIMETHYLPYRIMIDINE-2,4-DIAMINE 5-Pyrimidinecarboxaldehyde, 4-amino- (8CI,9CI) 2-(PROPYLAMINO)PYRIMIDINE-5-CARBALDEHYDE ethyl 8-ethyl-5,8-dihydro-5-oxo-2-(pyrrolidinyl)pyrido[2,3-d]pyrimidine-6-carboxylate