Pipemidic acid
A synthetic quinolone antibacterial agent active against a range of Gram-negative and Gram-positive bacteria. It inhibits bacterial DNA gyrase and topoisomerase IV, thereby interfering with bacterial DNA replication. It has been used primarily for the treatment of urinary tract infections and other susceptible genitourinary and gastrointestinal infections
CAS Number: 51940-44-4
Molecular Mass: 303.32 g/mol
Formula: C14H17N5O3
Smiles: CCn1cc(C(=O)O)c(=O)c2cnc(N3CCNCC3)nc21
Synonymes:
Pipemidic acid, pipemidic acid, 51940-44-4, Pipedac, Pipemid, Acido pipemidico, Acide pipemidique, Acidum pipemidicum, pipeacid, uropimid, Filtrax, Pipemidate, Pipurin, Tractur, Urosten, Uroval, Nuril, Pi-coli, 8-Ethyl-5,8-dihydro-5-oxo-2-(1-piperazinyl)pyrido(2,3-d)pyrimidine-6-carboxylic acid, Memento 400, PIPEMIDIC ACID ANHYDROUS, LT12J5HVR8, NSC-758160, DTXSID3023479, CHEBI:75250, 5,8-Dihydro-8-ethyl-5-oxo-2-(1-piperazinyl)pyrido(2,3-d)pyrimidine-6-carboxylic acid, piperamic acid, Pyrido(2,3-d)pyrimidine-6-carboxylic acid, 8-ethyl-5,8-dihydro-5-oxo-2-(1-piperazinyl)-, DTXCID803479, 8-ethyl-5-oxo-2-(piperazin-1-yl)-5H,8H-pyrido[2,3-d]pyrimidine-6-carboxylic acid, Acid, Pipemidic, Acid, Piperamic, 8-ethyl-5-oxo-2-piperazin-1-ylpyrido(6,5-d)pyrimidine-6-carboxylic acid, 8-ethyl-5-oxo-2-piperazin-1-ylpyrido[6,5-d]pyrimidine-6-carboxylic acid, 8-ethyl-5-oxo-2-(piperazin-1-yl)-5H,8H-pyrido(2,3-d)pyrimidine-6-carboxylic acid, RefChem:174379, J01MB04, 257-530-2, Pipram, Dolcol, Pipemidic acid hydrate, MLS000028608, Uromidin, Palin, 8-ethyl-5-oxo-2-(piperazin-1-yl)-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylic acid, Pyrido[2,3-d]pyrimidine-6-carboxylicacid, 8-ethyl-5,8-dihydro-5-oxo-2-(1-piperazinyl)-, NCGC00016866-01, Pipemidic acid (INN), SMR000058711, CAS-51940-44-4, 8-ethyl-5-oxo-2-piperazin-1-yl-pyrido[2,3-d]pyrimidine-6-carboxylic acid, PIPEMIDIC ACID [INN], Pipemidicacid, Acido pipemidico [Spanish], 8-ethyl-5-oxo-2-piperazinyl-8-hydropyridino[2,3-d]pyrimidine-6-carboxylic acid, 1489 RB, RB 1489, Acide pipemidique [INN-French], Acido pipemidico [INN-Spanish], Acidum pipemidicum [INN-Latin], SR-01000000245, EINECS 257-530-2, UNII-LT12J5HVR8, BRN 0626575, Pipemidic, pipemidic-acid, CCRIS 8517, Pipemidic acid [INN:BAN:DCF], MFCD00057291, Nuril (TN), Spectrum_001387, Opera_ID_1142, Prestwick0_000897, Prestwick1_000897, Prestwick2_000897, Prestwick3_000897, Spectrum2_001185, Spectrum3_001487, Spectrum4_000155, Spectrum5_001214, Epitope ID:613452, Acide ethyl-8 oxo-5 piperazinyl-2 dihydro-5,8 pyrido(2,3-d)pyrimidine-6 carboxylique [French], PIPEMIDIC ACID [MI], BSPBio_000714, BSPBio_003073, KBioGR_000630, KBioSS_001867, PIPEMIDIC ACID [JAN], BIDD:GT0126, CHEMBL30116, DivK1c_000651, SCHEMBL135557, SPECTRUM1502024, SPBio_001229, SPBio_002923, BPBio1_000786, orb1310652, orb3025188, PIPEMIDIC ACID [MART.], PIPEMIDIC ACID [WHO-DD], SCHEMBL29351712, GTPL12774, HMS502A13, KBio1_000651, KBio2_001867, KBio2_004435, KBio2_007003, KBio3_002573, MSK5762, NINDS_000651, GLXC-21416, HMS1570D16, HMS1921F04, HMS2097D16, HMS3714D16, Pharmakon1600-01502024, HY-B1210, Tox21_110655, NSC758160, s5051, SBB012523, STK686262, AKOS005599752, Tox21_110655_1, CCG-220897, CS-4838, DB13823, FP52512, NSC 758160, Acide ethyl-8 oxo-5 piperazinyl-2 dihydro-5,8 pyrido(2,3-d)pyrimidine-6 carboxylique, IDI1_000651, Pyrido(2,3-d)pyrimidine-6-carboxylic acid, 5,8-dihydro-8-ethyl-5-oxo-2-(1-piperazinyl)-, SMP1_000242, NCGC00016866-02, NCGC00016866-03, NCGC00016866-04, NCGC00016866-05, NCGC00016866-06, NCGC00016866-07, NCGC00016866-08, NCGC00016866-11, NCGC00023999-03, NCGC00023999-04, NCGC00178314-01, NCGC00178314-02, AS-47690, DA-76909, ST072200, SBI-0051703.P002, AB00490004, NS00000503, D08379, F15437, AB00052258_14, Q754986, SR-01000000245-2, SR-01000000245-3, SR-01000000245-4, BRD-K08999871-001-05-5, BRD-K08999871-001-13-9, BRD-K08999871-213-01-5, -ethyl-5-oxo-2-(piperazin-1-yl)-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylic acid, 2-(1-piperazinyl)-5,8-dihydro-8-ethyl-5-oxopyrido[2,3-d]pyrimidine-6-carboxylic acid, 2-(1-piperazinyl)-8-ethyl-5,8-dihydro-5-oxopyrido[2,3-d]pyrimidine-6-carboxylic acid, 5,8-Dihydro-8-ethyl-2-(1-piperazinyl)-5-oxopyrido-[2,3-d]pyrimidine-6-carboxylic acid, 5,8-dihydro-8-ethyl-2-(1-piperazinyl)-5-oxopyrido[2,3-d]pyrimidine-6-carboxylic acid, 7-(1-Piperazinyl)-1-ethyl-4-oxo-1,4-dihydro-6,8-diazaquinoline-3-carboxylic acid, 8-ethyl-5-oxo-2-piperazin-1-yl-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylic acid, 8-ETHYL-5-OXO-2-PIPERAZINO-5,8-DIHYDROPYRIDO[2,3-D]PYRIMIDINE-6-CARBOXYLIC ACID, 8-Ethyl-5-oxo-2-(piperazin-1-yl)-5,8-dihydropyrido- [2,3-d]pyrimidine-6-carboxylic acid trihydrate
Bioactivity: Quinolone antibacterial; bacterial DNA gyrase and topoisomerase IV inhibitor
Solubility in Different Solvents
| Solvent | Temperature [K] | Crystal form | Solubility [mg/mL] | Reference |
|---|---|---|---|---|
| 1-Octanol | 293.15 | - | 0.0018 | [170] |
| 1-Octanol | 298.15 | - | 0.0023 | [170] |
| 1-Octanol | 303.15 | - | 0.00299 | [170] |
| 1-Octanol | 308.15 | - | 0.0038 | [170] |
| 1-Octanol | 313.15 | - | 0.0049 | [170] |
| 1-Octanol | 318.15 | - | 0.0061 | [170] |
| 1-Octanol | 323.15 | - | 0.0076 | [170] |
| 1-Octanol | 328.15 | - | 0.0093 | [170] |
| 1-Octanol | 333.15 | - | 0.0112 | [170] |
| Water | 293.15 | - | 0.3101 | [169] |
| Water | 298.15 | - | 0.3433 | [169] |
| Water | 303.15 | - | 0.3849 | [169] |
| Water | 308.15 | - | 0.4394 | [169] |
| Water | 313.15 | - | 0.505 | [169] |
| Water | 318.15 | - | 0.5662 | [169] |
| Water | 323.15 | - | 0.6375 | [169] |
Molecule 3D descriptors
| Descriptor | Value |
|---|---|
| PMI1 | 727.2687 |
| PMI2 | 3680.5605 |
| PMI3 | 4298.4171 |
| NPR1 | 0.1692 |
| NPR2 | 0.8563 |
| RadiusOfGyration | 3.7883 |
| InertialShapeFactor | 0.0012 |
| Eccentricity | 0.9856 |
| Asphericity | 0.5767 |
| SpherocityIndex | 0.1005 |
| PBF | 0.5475 |