| Identification | More | [Name]
2-ACETAMIDO-5-NITROTHIAZOLE | [CAS]
140-40-9 | [Synonyms]
2-ACETAMIDO-5-NITROTHIAZOLE
2-ACETAMINO-5-NITROTHIAZOLE
2-ACETYLAMINO-5-NITROTHIAZOLE
AKOS AU36-M376
N-(5-NITRO-2-THIAZOLYL)ACETAMIDE
2-acetamido-5-nitro-thiazol
5-Nitro-2-acetamidothiazole
5-Nitro-2-acetilaminotiazolo
Acetamide, N-(5-nitro-2-thiazolyl)-
Acetyl enheptin
acetylenheptin
Acinitrazol
Acinitrazole
Ametoterina
Aminitrazol
Aminitrazole
Aminitrozol
Aminitrozole
Aminitrozolum
CL 5,279 | [EINECS(EC#)]
205-414-7 | [Molecular Formula]
C5H5N3O3S | [MDL Number]
MFCD00022438 | [Molecular Weight]
187.18 | [MOL File]
140-40-9.mol |
| Chemical Properties | Back Directory | [Melting point ]
263°C (dec.) | [Boiling point ]
421° | [density ]
1.546 (estimate) | [refractive index ]
1.6560 (estimate) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
DMF:3.0(Max Conc. mg/mL);16.03(Max Conc. mM)
DMSO:10.0(Max Conc. mg/mL);53.43(Max Conc. mM) | [form ]
solid | [pka]
8.78±0.50(Predicted) | [color ]
White to Amber | [Merck ]
14,410 | [BRN ]
167361 | [InChI]
InChI=1S/C5H5N3O3S/c1-3(9)7-5-6-2-4(12-5)8(10)11/h2H,1H3,(H,6,7,9) | [InChIKey]
UJRRDDHEMZLWFI-UHFFFAOYSA-N | [SMILES]
C(NC1=NC=C([N+]([O-])=O)S1)(=O)C | [CAS DataBase Reference]
140-40-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed. | [Safety Statements ]
S22:Do not breathe dust .
S36/37:Wear suitable protective clothing and gloves . | [RTECS ]
XJ1570000 | [HS Code ]
29341000 | [Safety Profile]
Poison by ingestion. Mutation data reported. When heated to decomposition it emits toxic fumes of SO, and NOx,. | [Toxicity]
chicken,LD50,oral,800mg/kg (800mg/kg),Antibiotics and Chemotherapy Vol. 5, Pg. 540, 1955. |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow-brown solid | [Uses]
antiinflammatory, glucocorticoid | [Uses]
Nithiamide is a drug for chemotherapy. A protistocide drug with antibacterial activity. | [Definition]
ChEBI: Aminitrozole is an aromatic amide and a member of acetamides. | [Synthesis]
General method: 2-amino-5-nitrothiazole (0.3 g, 2.0 mmol) was dissolved in dichloromethane, followed by the addition of 1.2 molar equivalents of triethylamine (TEA). The reaction mixture was stirred at 5 °C for 15 min, then acetic anhydride (10.0 mmol, 5 eq.) or the corresponding chloride (2.2 mmol, 1.1 eq.) was added slowly and dropwise. The reaction mixture was continued to be stirred at room temperature for 4 to 24 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue is neutralized with saturated sodium bicarbonate (NaHCO3) solution and the resulting solid is purified by recrystallization from the appropriate solvent mixture. | [Purification Methods]
Recrystallise acinitrazole from EtOH or AcOH. [Hurd & Wehrmeister J Am Chem Soc 71 4007 1949, Beilstein 27 III/IV 4676.] | [References]
[1] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 5, p. 1626 - 1633 |
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