1,3,4-Thiadiazol-2-amine
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Basic information
- CAS
4005-51-0- Standard SMILES
Nc1nncs1- InChIKey
QUKGLNCXGVWCJX-UHFFFAOYSA-N- Molecular formula
- C2H3N3S
- Average molar mass
- 101.13 g/mol
- Monoisotopic mass
- 101.00476828
Overview
Aminothiadiazole is a synthetic derivative of nicotinamide adenine dinucleotide (NAD). Aminothiadiazole competitively inhibits inosine 5-monophosphate dehydrogenase, thereby disrupting the regulation of cell proliferation and differentiation in a number of cells. This agent is also a selective human adenosine A3 receptor antagonist. (NCI04)
Names & identifiers
- Preferred name
- 1,3,4-Thiadiazol-2-amine
- IUPAC
- 1,3,4-thiadiazol-2-amine
- English name
- 2-Amino-1,3,4-thiadiazole
- Molecular formula
- C2H3N3S
- Molecular weight
- 101.13
Names & synonyms
2-Amino-1,3,4-thiadiazole1,3,4-Thiadiazol-2-amine4005-51-0AminothiadiazoleNSC 4728NSC-4728FDA 0084DTXSID50193113NSC47286L41AOK74P2-Amino-1-thia-3,4-diazoleTF-128
Show more names
1,3,4-Thiadiazole-2-Amine5-nitro-1,3,4-thiadiazol-2-aMineX 26tf128TF 1282-AMino-1
Amino 134-ThiadiazoleRefChem:850301,3, 4-Thiadiazol-2-amineDTXCID601156041,3, 4-Thiadiazole, 2-amino-223-657-71,3,4-Thiadiazole, 2-Amino2-Aminothiadiazole
Database identifiers
- CAS
4005-51-0- PubChem CID
- 19909
- DTXSID
DTXSID50193113- ChEMBL
CHEMBL1650237- UNII
- 6L41AOK74P
- EC Number
- 223-657-7
- Nikkaji
- J8.289I
Properties
Computed structural propertiesFilling in
- XLogP
- -0.6
- Topological polar surface area
- 80 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 0
- Heavy atoms
- 6
- Formal charge
- 0
- Complexity
- 48.1
Experimental & physicochemical properties
LogP-0.57
Solubility
0.1 N HCL 22 (mg/mL)
4.0 N HCL 400 (mg/mL)
Water 20 (mg/mL)
Ethanol 17 (mg/mL)
Chloroform 0.35 (mg/mL)
Benzene < 0.05 (mg/mL)
Stability/Shelf LifeBulk: A sample stored for four weeks at 60 ° C showed no decomposition (UV,TLC).
Solution: A solution (10 mg/mL) showed no decomposition after twenty -four hours at room temperature (UV,TLC).
Physicochemical properties
- Melting point
- 188 · 188-191 °C (dec.) (lit.)
- Boiling point
- 238.9 · 238.9±23.0 °C(Predicted)
- Density
- 1.385 · 1.385 (estimate)
- refractive index
- 1.58 · 1.5800 (estimate)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- 25 mg/mL, · water: soluble25mg/mL, clear, colorless
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (10.6%): Toxic if swallowed [Danger Acute toxicity, oral]
P203, P261, P264, P264+P265, P270, P271, P280, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 47 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (10.6%)
Toxicology
Toxicity Data
Rat(ip): LD50 200 mg/kg
Rat(sc): LD50 200 mg/kg
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- rtecs
- XI3000000
- ridadr
- 2811
- hs_code
- 29349990
- Toxicity
- LD50 oral in rat: 253mg/kg
- risk_code
- 68-63-36/37/38-20/21/22-22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn,Xi
- hazard_note
- Harmful
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationSubstances that inhibit or prevent the proliferation of NEOPLASMS.
Applications
UsesA thiadiazole derivative with fungacidal properties. An antitumor agent.
Uses2-Amino-1,3,4-thiadiazole, is used as an intermediate for ceftraoline.
General Description2-Amino-1,3,4-thiadiazole (donor) form charge transfer complexes with 2,3-dichloro-5,6-dicyano-p-benzoquinone, p-chloranil, o-chloranil, p-bromanil and chloranilic acid (acceptors). Effects of 2-amino-1,3,4-thiadiazole [aminothiadiazole (NSC 4728)] on purine and pyrimidine ribonucleotide pools of L1210 ascites cells in vivo has been reported.
Upstream & downstream products
Upstream raw materials
Related reactions
181 records
Compound notes
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