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2-Amino-5-nitrothiazole

CAS# 121-66-4

2-Amino-5-nitrothiazole

Catalog No. BCC8538----Order now to get a substantial discount!

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2-Amino-5-nitrothiazole: 5mg $17 In Stock
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Chemical structure

2-Amino-5-nitrothiazole

3D structure

Chemical Properties of 2-Amino-5-nitrothiazole

Cas No. 121-66-4 SDF Download SDF
PubChem ID 8486 Appearance Powder
Formula C3H3N3O2S M.Wt 145
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 5-nitro-1,3-thiazol-2-amine
SMILES C1=C(SC(=N1)N)[N+](=O)[O-]
Standard InChIKey MIHADVKEHAFNPG-UHFFFAOYSA-N
Standard InChI InChI=1S/C3H3N3O2S/c4-3-5-1-2(9-3)6(7)8/h1H,(H2,4,5)
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

2-Amino-5-nitrothiazole Dilution Calculator

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2-Amino-5-nitrothiazole Molarity Calculator

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Preparing Stock Solutions of 2-Amino-5-nitrothiazole

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 6.8966 mL 34.4828 mL 68.9655 mL 137.931 mL 172.4138 mL
5 mM 1.3793 mL 6.8966 mL 13.7931 mL 27.5862 mL 34.4828 mL
10 mM 0.6897 mL 3.4483 mL 6.8966 mL 13.7931 mL 17.2414 mL
50 mM 0.1379 mL 0.6897 mL 1.3793 mL 2.7586 mL 3.4483 mL
100 mM 0.069 mL 0.3448 mL 0.6897 mL 1.3793 mL 1.7241 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on 2-Amino-5-nitrothiazole

2-Amino-5-nitrothiazole monoethanol solvate: triply-interwoven hydrogen-bonded sheets containing centrosymmetric R2 2(8) and RR10 10(38) rings.[Pubmed:14712035]

Acta Crystallogr C. 2004 Jan;60(Pt 1):o15-8. Epub 2003 Dec 6.

2-Amino-5-nitrothiazole crystallizes from solution in ethanol as a monosolvate, C(3)H(3)N(3)O(2)S.C(2)H(6)O, in which the thiazole component has a strongly polarized molecular-electronic structure. The thiazole molecules are linked into centrosymmetric dimers by paired N-H...N hydrogen bonds [H...N = 2.09 A, N.N = 2.960 (6) A and N-H...N = 169 degrees ], and these dimers are linked by the ethanol molecules, via a two-centred N-H...O hydrogen bond [H...O = 1.98 A, N...O = 2.838 (5) A and N-H...O = 164 degrees ] and a planar asymmetric three-centred O-H...(O)(2) hydrogen bond [H...O = 2.07 and 2.53 A, O...O = 2.900 (5) and 3.188 (5) A, O-H...O = 169 and 136 degrees, and O...H...O = 55 degrees ], into sheets built from alternating R(2)(2)(8) and R(10)(10)(38) rings. These sheets are triply interwoven.

On the capacity of nitroheterocyclic compounds to elicit an unusual axial asymmetry in cultured rat embryos.[Pubmed:3945955]

Toxicol Appl Pharmacol. 1986 Feb;82(2):307-15.

A series of nitroheterocyclic compounds with antimicrobial and radiosensitizing properties was tested for embryotoxicity in cultured Sprague-Dawley rat embryos, and their effects were compared with various other five-membered heterocycles. Nifuroxime, furazolidone, nitrofurazone, niridazole, 2-nitroimidazole, and ronidazole each elicited a striking malformation characterized by asymmetrical, right-sided hypoplasia when coincubated with embryos for 26 hr. Minimum concentrations required to elicit this unusual defect ranged from 0.01 mM with nifuroxime and furazolidone to 0.5 mM with ronidazole and were roughly correlated with single electron redox potentials; i.e., agents with relatively high redox potentials were generally more effective than those with low potentials. Nitrofurantoin failed to elicit this unusual malformation but exhibited an extremely steep dose-response curve for embryolethality. Metronidazole and 4-nitroimidazole, nitroheterocyclic agents with relatively low redox potentials, did not produce the asymmetric abnormality nor were they highly embryotoxic, even at concentrations up to 2 mM. 2-Amino-5-nitrothiazole and 4'-methylniridazole also failed to evoke the asymmetric malformation but produced significant embryotoxicity as manifested by decreased growth parameters and elicitation of other kinds of malformations. Heterocyclic compounds not bearing a nitro group (furosemide, 2-aminothiazole, and 2-aminoimidazole) failed to elicit axial asymmetry at concentrations up to 1.0 mM but produced other signs of embryotoxicity at the highest concentrations tested. The results suggest that the presence of a reducible nitro group is critical for generation of the unusual malformation and that the single-electron redox potential of the nitro group plays a dominant but not exclusive role in the capacity of these chemicals to evoke axial asymmetry in cultured rat embryos.

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