Tinidazole

An orally administered nitroimidazole antimicrobial used to treat trichomoniasis, giardiasis, amebiasis, and bacterial vaginosis, as well as certain infections caused by susceptible anaerobic bacteria. Tinidazole undergoes reductive activation in susceptible microorganisms, generating reactive intermediates that damage DNA and inhibit nucleic acid synthesis. It has a relatively long elimination half-life compared with metronidazole, allowing shorter treatment regimens for some infections. Common adverse effects include nausea, metallic taste, and gastrointestinal discomfort

CAS Number: 19387-91-8

Molecular Mass: 247.27 g/mol

Formula: C₈H₁₃N₃O₄S

Smiles: CCS(=O)(=O)CCn1c([N+](=O)[O-])cnc1C

Synonymes:

Tinidazole, tinidazole, 19387-91-8, Fasigyn, Trimonase, Fasigin, Tricolam, 1-(2-(Ethylsulfonyl)ethyl)-2-methyl-5-nitro-1H-imidazole, Simplotan, Tinidazol, Sorquetan, Haisigyn, Tinidazolum, Pletil, 1-(2-ethylsulfonylethyl)-2-methyl-5-nitroimidazole, CP 12574, timidazole, 1-[2-(Ethylsulfonyl)ethyl]-2-methyl-5-nitro-1H-imidazole, 1H-Imidazole, 1-[2-(ethylsulfonyl)ethyl]-2-methyl-5-nitro-, CP-12574, 1-[2-(ethanesulfonyl)ethyl]-2-methyl-5-nitro-1H-imidazole, CP-12,574, Symplotan, DTXSID4023676, 1-(2-(Ethylsulfonyl)ethyl)-2-methyl-5-nitroimidazole, NSC-758189, 1H-Imidazole, 1-(2-(ethylsulfonyl)ethyl)-2-methyl-5-nitro-, CHEBI:63627, 033KF7V46H, DTXCID003676, 1-[2-(Ethylsulfonyl)ethyl]-2-methyl-5-nitroimidazole, Imidazole, 1-(2-(ethylsulfonyl)ethyl)-2-methyl-5-nitro-, Fasygin, Fasigyne, tinidazolo, 1-(2-(ethanesulfonyl)ethyl)-2-methyl-5-nitro-1H-imidazole, Tindazole, CP12574, CP12,574, RefChem:56131, CP 12,574, J01XD02, P01AB02, 243-014-4, Tindamax, Bioshik, MFCD00057217, MLS000069717, 1-(2-ethylsulfonylethyl)-2-methyl-5-nitro-imidazole, 148159-84-6, NCGC00016741-01, SMR000058194, CAS-19387-91-8, 1-(ethylsulfonyl)-2-(2-methyl-5-nitroimidazolyl)ethane, Glongyn, Amtiba, Tinidazol [INN-Spanish], Tinidazolum [INN-Latin], CCRIS 7621, HSDB 7362, SR-01000000210, EINECS 243-014-4, BRN 0618182, Ethyl (2-(2-methyl-5-nitro-1-imidazolyl)ethyl)sulfone, UNII-033KF7V46H, Simplotan, , Fasigyne, , Tricolam, , Glongyn, , Fasigyntrade mark, Tinidazole CRS, Tindamaxtrade mark, Simplotantrade mark, Haisigyn (TN), Tindamax (TN), Prestwick_136, Tinidazole [USAN:USP:INN:BAN:JAN], Tinidazole (Standard), Spectrum_001266, Opera_ID_779, SpecPlus_000708, TINIDAZOLE [MI], TINIDAZOLE [INN], TINIDAZOLE [JAN], Prestwick0_000766, Prestwick1_000766, Prestwick2_000766, Prestwick3_000766, Spectrum2_000648, Spectrum3_001512, Spectrum4_000230, Spectrum5_001715, TINIDAZOLE [HSDB], TINIDAZOLE [USAN], TINIDAZOLE [VANDF], TINIDAZOLE [MART.], CHEMBL1220, TINIDAZOLE [USP-RS], TINIDAZOLE [WHO-DD], Oprea1_342844, SCHEMBL21141, BSPBio_000812, BSPBio_003183, KBioGR_000899, KBioSS_001746, 5-23-05-00067 (Beilstein Handbook Reference), MLS001146883, MLS001424192, DivK1c_006804, SPECTRUM1502127, SPBio_000655, SPBio_002751, BPBio1_000894, orb1310193, Tinidazole (JP18/USP/INN), TINIDAZOLE [ORANGE BOOK], GTPL12341, HY-B0177R, KBio1_001748, KBio2_001746, KBio2_004314, KBio2_006882, KBio3_002683, MSK5579, TINIDAZOLE [EP MONOGRAPH], GLXC-08144, HMS1570I14, HMS1921L06, HMS2052C09, HMS2090B14, HMS2092D14, HMS2097I14, HMS2231E23, HMS3374P07, HMS3394C09, HMS3652A08, HMS3714I14, HMS5082M06, Pharmakon1600-01502127, TINIDAZOLE [USP MONOGRAPH], HY-B0177, Tox21 110586, Tox21_110586, BBL010767, BDBM50248360, CCG-39907, EBC-08203, NSC758189, s4068, STK801761, AKOS000747070, MSK5579-1000M, Tox21_110586_1, AC-1618, CS-2055, DB00911, FT28285, KS-5180, NC00346, NSC 758189, NCGC00016741-02, NCGC00016741-03, NCGC00016741-04, NCGC00016741-05, NCGC00016741-06, NCGC00016741-07, NCGC00016741-09, NCGC00022212-03, NCGC00022212-04, NCGC00022212-05, ST024770, Tinidazole 100 microg/mL in Acetonitrile, SBI-0052674.P002, AB00053176, NS00010248, SW196447-4, T0893, Tinidazole Solution in Methanol, 1000ug/mL, VU0239922-6, D01426, EN300-119371, Tinidazole, VETRANAL(TM), analytical standard, AB00053176-16, AB00053176_17, AB00053176_18, F241297, Q1321320, SR-01000000210-3, SR-01000000210-5, SR-01000000210-6, 1-[2-Ethylsulfonyl)ethyl]-2-methyl-5-nitroimidazole, BRD-K89125793-001-05-4, BRD-K89125793-001-25-2, BRD-K89125793-001-26-0, BRD-K89125793-001-27-8, Z56763819, 1-(2'-(ethylsulfonyl)-Ethyl]-2-Methyl-5-Nitroimidazole, Tinidazole, European Pharmacopoeia (EP) Reference Standard, Tinidazole, United States Pharmacopeia (USP) Reference Standard, IMIDAZOLE, 1-(2-(ETHYLSULFONYL)ETHYL)-2-METHYL-4-NITRO-

Bioactivity: 5-Nitroimidazole antiprotozoal and antibacterial agent; DNA-damaging antimicrobial activated by reductive metabolism in anaerobic organisms

Solubility in Different Solvents

Solvent	Temperature [K]	Crystal form	Solubility [mg/mL]	Reference
2-Butoxyethanol	278.15	-	3.655	[150]
2-Butoxyethanol	283.15	-	4.077	[150]
2-Butoxyethanol	288.15	-	5.234	[150]
2-Butoxyethanol	293.15	-	7.03	[150]
2-Butoxyethanol	298.15	-	8.398	[150]
2-Butoxyethanol	303.15	-	10.13	[150]
2-Butoxyethanol	308.15	-	12.86	[150]
2-Butoxyethanol	313.15	-	15.41	[150]
2-Butoxyethanol	318.15	-	19.8	[150]
2-Butoxyethanol	323.15	-	24.68	[150]
2-Methoxyethanol	278.15	-	26.91	[150]
2-Methoxyethanol	283.15	-	32.57	[150]
2-Methoxyethanol	288.15	-	37.56	[150]
2-Methoxyethanol	293.15	-	46.13	[150]
2-Methoxyethanol	298.15	-	55.69	[150]
2-Methoxyethanol	303.15	-	66.45	[150]
2-Methoxyethanol	308.15	-	81.71	[150]
2-Methoxyethanol	313.15	-	99.68	[150]
2-Methoxyethanol	318.15	-	120.0	[150]
2-Methoxyethanol	323.15	-	147.6	[150]
Acetone	278.15	-	30.03	[150]
Acetone	283.15	-	38.01	[150]
Acetone	288.15	-	45.81	[150]
Acetone	293.15	-	54.97	[150]
Acetone	298.15	-	66.42	[150]
Acetone	303.15	-	79.29	[150]
Acetone	308.15	-	95.03	[150]
Acetone	313.15	-	117.7	[150]
Acetone	318.15	-	144.2	[150]
Acetone	323.15	-	175.6	[150]
Butyl acetate	278.15	-	3.805	[150]
Butyl acetate	283.15	-	4.464	[150]
Butyl acetate	288.15	-	5.477	[150]
Butyl acetate	293.15	-	6.746	[150]
Butyl acetate	298.15	-	7.89	[150]
Butyl acetate	303.15	-	9.556	[150]
Butyl acetate	308.15	-	11.45	[150]
Butyl acetate	313.15	-	13.67	[150]
Butyl acetate	318.15	-	16.53	[150]
Butyl acetate	323.15	-	19.71	[150]
Dimethylacetamide	278.15	-	145.3	[150]
Dimethylacetamide	283.15	-	163.2	[150]
Dimethylacetamide	288.15	-	188.1	[150]
Dimethylacetamide	293.15	-	214.9	[150]
Dimethylacetamide	298.15	-	241.0	[150]
Dimethylacetamide	303.15	-	275.7	[150]
Dimethylacetamide	308.15	-	314.3	[150]
Dimethylacetamide	313.15	-	361.7	[150]
Dimethylacetamide	318.15	-	411.1	[150]
Dimethylacetamide	323.15	-	470.7	[150]
Dimethylformamide	278.15	-	154.9	[150]
Dimethylformamide	283.15	-	178.2	[150]
Dimethylformamide	288.15	-	206.0	[150]
Dimethylformamide	293.15	-	238.2	[150]
Dimethylformamide	298.15	-	272.9	[150]
Dimethylformamide	303.15	-	316.3	[150]
Dimethylformamide	308.15	-	365.7	[150]
Dimethylformamide	313.15	-	423.1	[150]
Dimethylformamide	318.15	-	483.6	[150]
Dimethylformamide	323.15	-	559.4	[150]
Ethanol	278.15	-	1.133	[150]
Ethanol	283.15	-	1.606	[150]
Ethanol	288.15	-	2.041	[150]
Ethanol	293.15	-	2.82	[150]
Ethanol	298.15	-	3.527	[150]
Ethanol	303.15	-	5.044	[150]
Ethanol	308.15	-	6.695	[150]
Ethanol	313.15	-	8.585	[150]
Ethanol	318.15	-	11.44	[150]
Ethanol	323.15	-	15.5	[150]
Ethyl acetate	278.15	-	8.636	[150]
Ethyl acetate	283.15	-	10.61	[150]
Ethyl acetate	288.15	-	12.47	[150]
Ethyl acetate	293.15	-	14.48	[150]
Ethyl acetate	298.15	-	17.41	[150]
Ethyl acetate	303.15	-	20.73	[150]
Ethyl acetate	308.15	-	24.77	[150]
Ethyl acetate	313.15	-	29.43	[150]
Ethyl acetate	318.15	-	34.88	[150]
Ethyl acetate	323.15	-	41.27	[150]
Glycol monoethyl ether	278.15	-	9.264	[150]
Glycol monoethyl ether	283.15	-	11.32	[150]
Glycol monoethyl ether	288.15	-	13.57	[150]
Glycol monoethyl ether	293.15	-	16.61	[150]
Glycol monoethyl ether	298.15	-	20.27	[150]
Glycol monoethyl ether	303.15	-	24.42	[150]
Glycol monoethyl ether	308.15	-	30.5	[150]
Glycol monoethyl ether	313.15	-	37.22	[150]
Glycol monoethyl ether	318.15	-	45.86	[150]
Glycol monoethyl ether	323.15	-	56.29	[150]
Glycol monopropyl ether	278.15	-	4.846	[150]
Glycol monopropyl ether	283.15	-	5.719	[150]
Glycol monopropyl ether	288.15	-	7.183	[150]
Glycol monopropyl ether	293.15	-	9.331	[150]
Glycol monopropyl ether	298.15	-	11.12	[150]
Glycol monopropyl ether	303.15	-	13.42	[150]
Glycol monopropyl ether	308.15	-	16.73	[150]
Glycol monopropyl ether	313.15	-	20.72	[150]
Glycol monopropyl ether	318.15	-	26.21	[150]
Glycol monopropyl ether	323.15	-	32.78	[150]
Methanol	278.15	-	5.772	[150]
Methanol	283.15	-	7.334	[150]
Methanol	288.15	-	9.649	[150]
Methanol	293.15	-	12.05	[150]
Methanol	298.15	-	15.98	[150]
Methanol	303.15	-	20.88	[150]
Methanol	308.15	-	26.97	[150]
Methanol	313.15	-	35.81	[150]
Methanol	318.15	-	46.86	[150]
Methanol	323.15	-	61.91	[150]
Methyl acetate	278.15	-	17.82	[150]
Methyl acetate	283.15	-	21.41	[150]
Methyl acetate	288.15	-	25.01	[150]
Methyl acetate	293.15	-	29.88	[150]
Methyl acetate	298.15	-	35.67	[150]
Methyl acetate	303.15	-	41.69	[150]
Methyl acetate	308.15	-	49.44	[150]
Methyl acetate	313.15	-	58.02	[150]
Methyl acetate	318.15	-	68.47	[150]
Methyl acetate	323.15	-	78.83	[150]
N-Methyl-2-pyrrolidone	278.15	-	197.5	[150]
N-Methyl-2-pyrrolidone	283.15	-	227.3	[150]
N-Methyl-2-pyrrolidone	288.15	-	253.0	[150]
N-Methyl-2-pyrrolidone	293.15	-	282.4	[150]
N-Methyl-2-pyrrolidone	298.15	-	313.5	[150]
N-Methyl-2-pyrrolidone	303.15	-	356.4	[150]
N-Methyl-2-pyrrolidone	308.15	-	402.0	[150]
N-Methyl-2-pyrrolidone	313.15	-	446.3	[150]
N-Methyl-2-pyrrolidone	318.15	-	505.4	[150]
N-Methyl-2-pyrrolidone	323.15	-	561.2	[150]
Propyl acetate	278.15	-	5.594	[150]
Propyl acetate	283.15	-	6.849	[150]
Propyl acetate	288.15	-	8.199	[150]
Propyl acetate	293.15	-	9.852	[150]
Propyl acetate	298.15	-	11.68	[150]
Propyl acetate	303.15	-	14.09	[150]
Propyl acetate	308.15	-	16.66	[150]
Propyl acetate	313.15	-	20.06	[150]
Propyl acetate	318.15	-	24.04	[150]
Propyl acetate	323.15	-	28.38	[150]

Molecule 3D descriptors

Descriptor	Value
PMI1	806.6752
PMI2	1240.1453
PMI3	1459.7521
NPR1	0.5526
NPR2	0.8496
RadiusOfGyration	2.6628
InertialShapeFactor	0.0011
Eccentricity	0.8334
Asphericity	0.1078
SpherocityIndex	0.6710
PBF	1.2237