3-Phenyl-1,2,4-thiadiazol-5-ylamin

1,2,4-Thiadiazol-5-amine, 3-phenyl-

HCID 28561

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Grundinformationen

CAS: 17467-15-1
Standard-SMILES: Nc1nc(-c2ccccc2)ns1
InChIKey: OYAHSBDYBOBAAQ-UHFFFAOYSA-N
Summenformel: C8H7N3S
Durchschnittliche Molmasse: 177,23 g/mol
Monoisotopische Masse: 177,03606822

Namen und Bezeichner

Bevorzugter Name: 1,2,4-Thiadiazol-5-amine, 3-phenyl-
IUPAC: 3-phenyl-1,2,4-thiadiazol-5-amine
Lokaler Name: 3-Phenyl-1,2,4-thiadiazol-5-ylamin
Englischer Name: 5-Amino-3-phenyl-1,2,4-thiadiazole
Summenformel: C8H7N3S
Molmasse: 177.23

Namen und Synonyme

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

Weitere Namen anzeigen

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

Datenbank-Bezeichner

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

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 1,3
Polarare Oberfläche (TPSA): 80 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 1
Schwere Atome: 12
Formalladung: 0
Komplexität: 147

Experimentelle und physikochemische Eigenschaften

LogP2.2

Physikochemische Eigenschaften

Schmelzpunkt: 152 · 152-156 °C
Dichte: 1.2353 · 1.2353 (rough estimate)
Brechungsindex: 1.57 · 1.5700 (estimate)
storage temp.: 2 · 2-8°C
Aggregatzustand: powder
Farbe: 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 Datenbank: 17467 · 17467-15-1(CAS DataBase Reference)
EPA chemische Informationen: 1 · 1,2,4-Thiadiazol-5-amine, 3-phenyl- (17467-15-1)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

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.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 3 (81.8%)

Sicherheitsdaten

tsca: TSCA listed
hs_code: 29341000
risk_code: 36/37/38-20/21/22-41-22
hazard_code: Xn,Xi
safety_code: 36/37/39-26-22
hazard_class: IRRITANT

Chemie und Industrie

Verwendung und Herstellung

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

Anwendungen · 2 Einträge

Beschreibung5-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).

Verwenden3-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.