2-Amino-1,3,4-thiadiazole

EPA Genetic Toxicology Program.

The IUPAC name of 2-Amino-1,3,4-thiadiazole is 1,3,4-thiadiazol-2-amine. With the CAS registry number 4005-51-0, it is also named as 2-Aminothiadiazole. The product's categories are Variousamine; Amines; Oxadiazoles & Thiadiazoles; Thiazole; API Intermediates; Oxadiazoles & Thiadiazoles. It is white to light yellow crystal powder which is highly toxic and flammable. When heated to decomposition it emits very toxic fumes of NO_x and SO_x. So the storage environment should be well-ventilated, low-temperature and dry.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -0.57; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.57; (4)ACD/LogD (pH 7.4): -0.57; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 11.64; (8)ACD/KOC (pH 7.4): 11.67; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.662; (13)Molar Refractivity: 25.05 cm³; (14)Molar Volume: 67.6 cm³; (15)Polarizability: 9.93×10^-24 cm³; (16)Surface Tension: 83.6 dyne/cm; (17)Enthalpy of Vaporization: 47.58 kJ/mol; (18)Tautomer Count: 2; (19)Exact Mass: 101.004768; (20)MonoIsotopic Mass: 101.004768; (21)Topological Polar Surface Area: 80; (22)Heavy Atom Count: 6; (23)Complexity: 48.1.

Preparation of 2-Amino-1,3,4-thiadiazole: It can be obtained by thiosemicarbazide and formic acid. This reaction needs reagent conc. H₂SO₄ by heating. The reaction time is 2 hours. The yield is 47%.

Uses of 2-Amino-1,3,4-thiadiazole: It is used as intermediate of pharmaceutical and dye. It also can react with acetoacetic acid ethyl ester to get 7-methyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one. This reaction needs reagent PPA at temperature of 100 °C. The reaction time is 1 hours. The yield is 75%.

When you are using this chemical, please be cautious about it as the following:
It is not only harmful by inhalation, in contact with skin and if swallowed, but also irritating to eyes, respiratory system and skin. What's more, it has possible risk of harm to the unborn child and possible risk of irreversible effects. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
1. SMILES:n1ncsc1N
2. InChI:InChI=1/C2H3N3S/c3-2-5-4-1-6-2/h1H,(H2,3,5)
3. InChIKey:QUKGLNCXGVWCJX-UHFFFAOYAH

The following are the toxicity data which has been tested.

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
dog	LDLo	intravenous	150mg/kg (150mg/kg)	SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE	National Technical Information Service. Vol. PB226-610,
mouse	LD50	intraperitoneal	501mg/kg (501mg/kg)	SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ATAXIA	Weisheng Dulixue Zazhi. Journal of Health Toxicology. Vol. 3, Pg. 194, 1989.
mouse	LD50	intravenous	210mg/kg (210mg/kg)	LIVER: OTHER CHANGES BLOOD: CHANGES IN SPLEEN KIDNEY, URETER, AND BLADDER: OTHER CHANGES	National Technical Information Service. Vol. PB226-610,
mouse	LD50	oral	1525mg/kg (1525mg/kg)		National Technical Information Service. Vol. PB226-610,
rat	LD50	intraperitoneal	200mg/kg (200mg/kg)	BEHAVIORAL: MUSCLE WEAKNESS GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" SKIN AND APPENDAGES (SKIN): HAIR: OTHER	Takeda Kenkyusho Ho. Journal of the Takeda Research Laboratories. Vol. 35, Pg. 68, 1976.
rat	LD50	oral	253mg/kg (253mg/kg)	SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ATAXIA	Weisheng Dulixue Zazhi. Journal of Health Toxicology. Vol. 3, Pg. 194, 1989.
rat	LD50	subcutaneous	200mg/kg (200mg/kg)		Johns Hopkins Medical Journal. Vol. 130, Pg. 95, 1972.