5-アミノ-3-フェニル-1,2,4-チアジアゾール

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

HCID 28561

ノート反応

部分構造検索類似構造を探す

基本情報

CAS: 17467-15-1
標準SMILES: Nc1nc(-c2ccccc2)ns1
InChIKey: OYAHSBDYBOBAAQ-UHFFFAOYSA-N
分子式: C8H7N3S
平均分子量: 177.23 g/mol
単同位体質量: 177.03606822

名称と識別子

優先名称: 1,2,4-Thiadiazol-5-amine, 3-phenyl-
IUPAC: 3-phenyl-1,2,4-thiadiazol-5-amine
現地名: 5-アミノ-3-フェニル-1,2,4-チアジアゾール
英語名: 5-Amino-3-phenyl-1,2,4-thiadiazole
分子式: C8H7N3S
分子量: 177.23

名称と別名

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

名称をさらに表示

3-フェニル-1,2,4-チアジアゾール-5-アミン5-アミノ-3-フェニル-1,2,4-チアジアゾール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

データベース識別子

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

物性

構造計算による物性

XLogP: 1.3
極性表面積: 80 Å²
水素結合供与体数: 1
水素結合受容体数: 4
回転可能結合数: 1
重原子数: 12
形式電荷: 0
複雑度: 147

実験および物理化学的性質

LogP2.2

物理化学的性質

融点: 152 · 152-156 °C
比重(密度): 1.2353 · 1.2353 (rough estimate)
屈折率: 1.57 · 1.5700 (estimate)
貯蔵温度: 2 · 2-8°C
外見: powder
色: 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 データベース: 17467 · 17467-15-1(CAS DataBase Reference)
EPAの化学物質情報: 1 · 1,2,4-Thiadiazol-5-amine, 3-phenyl- (17467-15-1)

化学的性質

化学的特性LIGHT BROWNISH FINE CRYSTALLINE POWDER

安全と法規制

GHS分類

GHS Classification · 4 件

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.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 3 (81.8%)

安全データ

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

化学と産業

用途と製造

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

応用分野 · 2 件

説明5-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).

使用3-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.