1,3,4-Thiadiazol-2-amine

HCID 19909CAS 4005-51-0
Substructure searchFind similar structures

Basic information

Standard SMILES
Nc1nncs1
InChIKey
QUKGLNCXGVWCJX-UHFFFAOYSA-N
Molecular formula
C2H3N3S
Average molar mass
101.13 g/mol
Monoisotopic mass
101.0047681

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 properties

XLogP
-0.6
Topological polar surface area
80 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
4
Rotatable bonds
0
Heavy atoms
6

Experimental & physicochemical properties

Solubility · 6 items

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

GHS classification

GHS Classification · 4 items

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 · 2 items

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

Chemistry & industry

Pharmacology

MeSH Pharmacological ClassificationSubstances that inhibit or prevent the proliferation of NEOPLASMS.
Applications · 3 items

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

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]
北京安司莫森技术有限公司010-82954736 13391601435 · [email protected]

Related reactions

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Linked notes

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