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2-Amino-1,3,4-thiadiazole

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Name

2-Amino-1,3,4-thiadiazole

EINECS 223-657-7
CAS No. 4005-51-0 Density 1.495 g/cm3
PSA 80.04000 LogP 0.70150
Solubility It is soluble in water, hot methanol- very faint turbidity. Melting Point 181-182 °C
Formula C2H3N3S Boiling Point 238.9 °C at 760 mmHg
Molecular Weight 101.132 Flash Point 98.3 °C
Transport Information UN 2811 Appearance white to light yellow crystal powder
Safety 36/37/39-26-36 Risk Codes 68-63-36/37/38-20/21/22-22
Molecular Structure Molecular Structure of 4005-51-0 (2-Amino-1,3,4-thiadiazole) Hazard Symbols HarmfulXn, IrritantXi
Synonyms

1,3,4-Thiadiazole,2-amino- (6CI,7CI,8CI);1,3,4-Thiadiazol-2-ylamine;1,3,4-Thiadiazole-2-amine;2-Aminothiadiazole;5-Amino-1,3,4-thiadiazole;Aminothiadiazole;NSC 4728;TF 128;

Article Data 45

2-Amino-1,3,4-thiadiazole Consensus Reports

EPA Genetic Toxicology Program.

2-Amino-1,3,4-thiadiazole Specification

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 NOx and SOx. 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.

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