Sulfathiazole
A short-acting sulfonamide antibacterial agent formerly used for the treatment of bacterial infections. It acts as a competitive inhibitor of bacterial dihydropteroate synthase (DHPS), interfering with folate biosynthesis and thereby inhibiting bacterial growth. Its systemic use has largely been replaced by safer and more effective antibacterial agents
CAS Number: 72-14-0
Molecular Mass: 255.3 g/mol
Formula: C9H9N3O2S2
Smiles: Nc1ccc(S(=O)(=O)Nc2nccs2)cc1
Synonymes:
Sulfathiazole, sulfathiazole, 72-14-0, Sulphathiazole, Sulfathiazol, Norsulfazole, Thiazamide, 2-Sulfanilamidothiazole, Sulfanilamidothiazole, Norsulfasol, Sulzol, 2-Sulfonamidothiazole, Neostrepsan, Sulfocerol, Thiozamide, Cibazol, 2-(Sulfanilylamino)thiazole, 4-Amino-N-2-thiazolylbenzenesulfonamide, Azoquimiol, Azoseptale, Cerazole, Chemosept, Eleudron, Estafilol, Norsulfazol, Planomide, Poliseptil, Sanotiazol, Septozol, Sulfatiazol, Thiacoccine, Thiasulfol, Wintrazole, Duatok, Dulana, Streptosilthiazole, 2-Sulfanilamidothiazol, 2-(p-Aminobenzenesulfonamido)thiazole, Sulfathiazolum, Sulfamul, N(1)-2-Thiazolylsulfanilamide, Usaf sn-9, Cerazol (suspension), Norsulfazolum, 2-(p-Aminobenzenesulphonamido)thiazole, Ciba 3714, 4-Amino-N-(1,3-Thiazol-2-Yl)Benzene-1-Sulfonamide, 4-Amino-N-(1,3-thiazol-2-yl)benzenesulfonamide, Solfatiazolo, Benzenesulfonamide, 4-amino-N-2-thiazolyl-, M&B 760, Sulfanilamide, N1-2-thiazolyl-, RP 2090, N(sup 1)-2-Thiazolylsulfanilamide, 2090 R.P., M+B 760, Y7FKS2XWQH, Sulfanilamide, N(1)-2-thiazolyl-, NSC-31812, Triple sulfa (sulfathiazole), NSC-683531, Sulfanilamide, N(sup 1)-2-thiazolyl-, CHEBI:9337, DTXSID8026068, DTXCID606068, sulfatiazolo, Sulfaplex, RefChem:6273, D06BA02, J01EB07, 4-amino-N-2-thiazolyl Benzenesulfonamide, Benzenesulfonamide, 4 amino N 2 thiazolyl, Benzenesulfonamide, 4-amino-N-2-thiazolyl, 200-771-5, 4-Amino-N-(thiazol-2-yl)benzenesulfonamide, Coco-Thiazole, N1-2-Thiazolylsulfanilamide, 4-Amino-N-thiazol-2-yl-benzenesulfonamide, N1-(2-Thiazolyl)sulfanilamide, MFCD00005319, 4-amino-N-1,3-thiazol-2-ylbenzenesulfonamide, CHEMBL437, 4-Amino-N-(2-thiazolyl)benzenesulfonamide, N'-(2-Thiazolyl)sulfanilamide, N(sup1)-(2-Thiazolyl)sulfanilamide, NSC683531, Sulfanilamide, N(sup1)-2-thiazolyl-, CAS-72-14-0, NCGC00016309-02, NCGC00016309-06, [(4-Aminophenyl)sulfonyl]-1,3-thiazol-2-ylamine, Solfatiazolo [DCIT], Caswell No. 809B, Sulfathiazol [INN-French], Sulfatiazol [INN-Spanish], Sulfathiazolum [INN-Latin], CCRIS 765, 2090 rp, 2-Sulfanilamidothiazol [German], HSDB 4380, SR-05000001722, UNII-Y7FKS2XWQH, EINECS 200-771-5, NSC 31812, EPA Pesticide Chemical Code 077903, NSC 683531, sulfthiazole, Sulfathiazole, 4-Amino-N-(thiazol-2-yl)benzenesulfonamide, Enterobiocine, Sulfavitina, Cerazol, AI3-01050, Sulfathiazole [USP:INN:BAN], 2-Sulfathiazole, Sulfathiazole CRS, YTZ, Prestwick_430, Spectrum_001000, Sulfathiazole (Standard), Prestwick0_000016, Prestwick1_000016, Prestwick2_000016, Prestwick3_000016, Spectrum2_000841, Spectrum3_001729, Spectrum4_000348, Spectrum5_001441, Sulfathiazole (USP/INN), N-2-Thiazolylsulfanilamide, SULFATHIAZOLE [MI], Epitope ID:122234, SULFATHIAZOLE [INN], Cambridge id 5251400, cid_5340, SULFATHIAZOLE [HSDB], Oprea1_105970, Oprea1_297844, SCHEMBL94165, BSPBio_000051, BSPBio_003378, KBioGR_000755, KBioSS_001480, SULFATHIAZOLE [VANDF], MLS002154174, N-1-2-Thiazolylsulfanilamide, DivK1c_000560, SPECTRUM1500553, SULFATHIAZOLE [MART.], SPBio_000821, SPBio_001972, SULFATHIAZOLE [USP-RS], SULFATHIAZOLE [WHO-DD], BPBio1_000057, orb1310329, orb3025062, WLN: T5N CSJ BMSWR DZ, GTPL12699, HMS501L22, HY-B0507R, KBio1_000560, KBio2_001480, KBio2_004048, KBio2_006616, KBio3_002598, MSK4007, N(sup1)-2-Thiazolylsulfanilamide, NINDS_000560, HMS1568C13, HMS1921C07, HMS2092K09, HMS2095C13, HMS2259A13, HMS3652A03, HMS3712C13, HMS5081I16, Pharmakon1600-01500553, SULFATHIAZOLE [GREEN BOOK], SULFATHIAZOLE [ORANGE BOOK], HY-B0507, NSC31812, SULFATHIAZOLE (TRIPLE SULFA), SULFATHIAZOLE [EP MONOGRAPH], Tox21_110363, Tox21_202243, Tox21_303238, BDBM50027796, CCG-40296, EBC-04202, MSK4007-100A, NSC757331, s3116, SBB000946, STK043870, SULFATHIAZOLE [USP MONOGRAPH], TRYSUL COMPONENT SULFATHIAZOLE, 2-(4-Aminobenzenesulfonamido)thiazole, SULTRIN COMPONENT SULFATHIAZOLE, VAGILIA COMPONENT SULFATHIAZOLE, AKOS000108630, MSK4007-1000A, Tox21_110363_1, DB06147, FS27944, NSC-757331, SDCCGMLS-0065585.P001, GYNE-SULF COMPONENT SULFATHIAZOLE, IDI1_000560, NCGC00016309-01, NCGC00016309-03, NCGC00016309-04, NCGC00016309-05, NCGC00016309-07, NCGC00016309-08, NCGC00016309-09, NCGC00016309-10, NCGC00016309-14, NCGC00091133-01, NCGC00091133-02, NCGC00091133-03, NCGC00091133-04, NCGC00257187-01, NCGC00259792-01, AC-12783, DS-17245, NCI60_002730, SMR000017368, ST011910, SY048288, Pyridine,2-(chloromethyl)-3,4-dimethoxy-, SBI-0051527.P004, Sulfanilamide, N1-4-thiazolin-2-ylidene-, thiazole, 2-(p-amino)benzenesulphonamido-, DB-055610, 4-amino-N-(thiazol-2-yl)-benzenesulfonamide, AB00052102, N-(2-Thiazolyl)benzenesulfonamide, 4-amino-, NS00000201, Sulfathiazole 100 microg/mL in Acetonitrile, SW149625-4, 4-[(1,3-Thiazol-2-yl)aminosulfonyl]aniline, EN300-18132, Sulfathiazole 1000 microg/mL in Acetonitrile, Sulfathiazole, analytical standard, >=98.0%, D01047, D70411, AB00052102_14, AB00052102_15, F222582, Q408427, Sulfathiazole Solution in Acetonitrile, 1000ug/mL, Sulfathiazole Solution in Acetonitrile, 100ug/mL, Sulfathiazole, VETRANAL(TM), analytical standard, TRIPLE SULFA (SULFATHIAZOLE) [ORANGE BOOK], 4-Amino-N-(1,3-thiazol-2-yl)benzenesulfonamide #, SR-05000001722-1, SR-05000001722-3, BRD-K14705039-001-05-7, BRD-K14705039-001-08-1, BRD-K14705039-001-15-6, BRD-K14705039-001-16-4, Z57198680, F1443-4816, Sulfathiazole, European Pharmacopoeia (EP) Reference Standard, Sulfathiazole, United States Pharmacopeia (USP) Reference Standard, 2-Sulfanilamidothiazole, 4-Amino-N-(2-thiazolyl)benzenesulfonamide, N1-(2-Thiazolyl)sulfanilamide
Bioactivity: Sulfonamide antibacterial; dihydropteroate synthase (DHPS) inhibitor
Solubility in Different Solvents
| Solvent | Temperature [K] | Crystal form | Solubility [mg/mL] | Reference |
|---|---|---|---|---|
| 1-Octanol | 298.15 | - | 0.1529 | [50] |
| 1-Octanol | 303.15 | - | 0.2081 | [50] |
| 1-Octanol | 308.15 | - | 0.2675 | [50] |
| 1-Octanol | 313.15 | - | 0.327 | [50] |
| Water | 298.15 | - | 0.4594 | [50] |
| Water | 303.15 | - | 0.6114 | [50] |
| Water | 308.15 | - | 0.8338 | [50] |
| Water | 313.15 | - | 1.033 | [50] |
Molecule 3D descriptors
| Descriptor | Value |
|---|---|
| PMI1 | 438.4556 |
| PMI2 | 2251.3922 |
| PMI3 | 2478.1188 |
| NPR1 | 0.1769 |
| NPR2 | 0.9085 |
| RadiusOfGyration | 3.1813 |
| InertialShapeFactor | 0.0021 |
| Eccentricity | 0.9842 |
| Asphericity | 0.5615 |
| SpherocityIndex | 0.0809 |
| PBF | 0.4611 |