CAS 17467-15-1 1,2,4-Thiadiazol-5-amine, 3-phenyl- (HCID 28561)

Names & identifiers

Preferred name: 1,2,4-Thiadiazol-5-amine, 3-phenyl-
IUPAC: 3-phenyl-1,2,4-thiadiazol-5-amine
English name: 5-Amino-3-phenyl-1,2,4-thiadiazole
Molecular formula: C8H7N3S
Molecular weight: 177.23

Names & synonyms

3-PHENYL-1,2,4-THIADIAZOL-5-AMINE17467-15-11,2,4-Thiadiazol-5-amine, 3-phenyl-EINECS 241-485-0NSC 119930AI3-61472DTXSID4066204OYAHSBDYBOBAAQ-UHFFFAOYSA-RefChem:71522DTXCID7035567InChI=1/C8H7N3S/c9-8-10-7(11-12-8)6-4-2-1-3-5-6/h1-5H,(H2,9,10,11)OYAHSBDYBOBAAQ-UHFFFAOYSA-N

Show more names

TIMTEC-BB SBB0055112-methyl-2-oxolanamine4-thiadiazol-5-amine,3-phenyl-23-Phenyl-1,2,4-triazol-5-ylamine5-Amino-3-phenyl-1,2,4-thidiazole5-Amino-3-plenyl-1,2,4-thiadiazole2-amino-4-phenyl-1,3,5-thiadiazole

5-Amino-3-phenyl-1,2,4-thiadiazole3-Phenyl-5-aminothiadiazole3-Phenyl-5-amino-1,2,4-thiadiazole1,2,4-Thiadiazole, 5-amino-3-phenyl-MFCD000031593-Phenyl-1,2,4-thiadiazol-5-ylamineCHEMBL47633MLS002706954

Database identifiers

CAS: 17467-15-1
PubChem CID: 28561
DTXSID: DTXSID4066204
ChEMBL: CHEMBL47633
UNII: M64KC294Z6
EC Number: 241-485-0
Nikkaji: J108.958G

Properties

Computed structural properties

XLogP: 1.3
Topological polar surface area: 80 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 4
Rotatable bonds: 1
Heavy atoms: 12
Formal charge: 0
Complexity: 147

Experimental & physicochemical properties

LogP2.2

Physicochemical properties

Melting point: 152 · 152-156 °C
Density: 1.2353 · 1.2353 (rough estimate)
refractive index: 1.57 · 1.5700 (estimate)
storage temp.: 2 · 2-8°C
form: powder
color: White
InChI: InChI=1S/C8H7N3S/c9-8-10-7(11-12-8)6-4-2-1-3-5-6/h1-5H,(H2,9,10,11)
InChIKey: OYAHSBDYBOBAAQ-UHFFFAOYSA-N
SMILES: S1C(N)=NC(C2=CC=CC=C2)=N1
CAS DataBase Reference: 17467 · 17467-15-1(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 64 KC294Z6 · M64KC294Z6
EPA Substance Registry System: 1 · 1,2,4-Thiadiazol-5-amine, 3-phenyl- (17467-15-1)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P301+P312-P302+P352-P304+P340-P305+P351+P338
Hazard Codes: Xn,Xi
Risk Statements: 36 · 36/37/38-20/21/22-41-22
Safety Statements: 36 · 36/37/39-26-22
TSCA: TSCA listed
HazardClass: IRRITANT
HS Code: 29341000 · 29341000

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H301 (81.8%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, 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 11 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 3 (81.8%)

Safety data

tsca: TSCA listed
hs_code: 29341000
risk_code: 36/37/38-20/21/22-41-22
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn,Xi
safety_code: 36/37/39-26-22
hazard_class: IRRITANT
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P301+P312-P302+P352-P304+P340-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing Information1,2,4-Thiadiazol-5-amine, 3-phenyl-: INACTIVE

Applications · 2 items

Description5-Amino-3-phenyl-1,2,4-thiadiazole is an important organic synthetic reagent with remarkable reactivity and stability and has been used in the synthesis of a variety of heterocyclic compounds including 1,2,4-triazol-3-ylphenyls, derivatives of 2-aryl-5-amino-thiadiazole, 5-amino-1,2,4-thiadiazol-3-phenyls, and 5 -amino-1,2,4-thiadiazole-3-phenyl-3-methyl derivatives. It is also used in the synthesis of polymers such as poly(5-amino-3-phenyl-1,2,4-thiadiazole). In addition, 5-amino-3-phenyl-1,2,4-thiadiazole is an inhibitor of cyclooxygenase-2 (COX-2) and 5-lipoxygenase (5-LOX). The compound inhibits the release of pro-inflammatory cytokines such as tumour necrosis factor-α (TNF-α) and interleukin-1β (IL-1β).

Uses3-Phenyl-1,2,4-thiadiazol-5-amine is used as a reactant in the preparation of thiazole and thiadiazole derivatives as potent and selective human adenosine A3 receptor antagonists.