2-アミノ-5-[(4-クロロベンジル)チオ]-1,3,4-チアジアゾール

5-(((4-Chlorophenyl)methyl)thio)-1,3,4-thiadiazol-2-amine

HCID 351887

ノート反応

部分構造検索類似構造を探す

基本情報

CAS: 72836-33-0
標準SMILES: Nc1nnc(SCc2ccc(Cl)cc2)s1
InChIKey: SPABJFQNGHSGMG-UHFFFAOYSA-N
分子式: C9H8ClN3S2
平均分子量: 257.8 g/mol
単同位体質量: 256.98481694

概要

5-[(4-chlorophenyl)methylthio]-1,3,4-thiadiazol-2-amine is an aryl sulfide.

名称と識別子

優先名称: 5-(((4-Chlorophenyl)methyl)thio)-1,3,4-thiadiazol-2-amine
IUPAC: 5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
現地名: 2-アミノ-5-[(4-クロロベンジル)チオ]-1,3,4-チアジアゾール
英語名: 2-Amino-5-(4-chlorobenzylthio)1,3,4-thiadiazole
分子式: C9H8ClN3S2
分子量: 257.76

名称と別名

72836-33-05-(((4-Chlorophenyl)methyl)thio)-1,3,4-thiadiazol-2-amine5-[[(4-Chlorophenyl)methyl]thio]-1,3,4-thiadiazol-2-amineRefChem:2990202-Amino-5-[(4-chlorobenzyl)thio]-1,3,4-thiadiazoleRegacin5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-amine5-{[(4-chlorophenyl)methyl]sulfanyl}-1,3,4-thiadiazol-2-amineMFCD001140625-[(4-chlorobenzyl)thio]-1,3,4-thiadiazol-2-amine5-((4-Chlorobenzyl)thio)-1,3,4-thiadiazol-2-amineNSC-523933

名称をさらに表示

2-アミノ-5-[(4-クロロベンジル)チオ]-1,3,4-チアジアゾール5-{[(4-クロロフェニル)メチル]スルファニル}-1,3,4-チアジアゾール-2-アミン5-[(4-クロロベンジル)チオ]-1,3,4-チアジアゾール-2-アミンTIMTEC-BB SBB0055942-Amino-5-(4-chlorobenzylthio)1,3,4-thiadiazole[5-[(4-chlorobenzyl)thio]-1,3,4-thiadiazol-2-yl]amine5-[(4-chlorophenyl)methylthio]-1,3,4-thiadiazol-2-amine

5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-ylamine2-amino-5-(4-chlorobenzylthio)-1,3,4-thiadiazole5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-amine5-[(4-chlorophenyl)methylthio]-1,3,4-thiadiazole-2-ylamine1,3,4-Thiadiazol-2-amine, 5-[[(4-chlorophenyl)methyl]thio]-NSC523933Oprea1_370904Oprea1_807956

データベース識別子

CAS: 72836-33-0
PubChem CID: 351887
DTXSID: DTXSID60326096
ChEMBL: CHEMBL171279
ChEBI: CHEBI:121325
EC Number: 129-596-1
Nikkaji: J1.524.513A

物性

構造計算による物性

XLogP: 3
極性表面積: 105 Å²
水素結合供与体数: 1
水素結合受容体数: 5
回転可能結合数: 3
重原子数: 15
形式電荷: 0
複雑度: 200

物理化学的性質

融点: 168 · 168-169 °C(Solv: ethyl acetate (141-78-6))
沸点: 443.8 · 443.8±47.0 °C(Predicted)
比重(密度): 1.5 · 1.50±0.1 g/cm3(Predicted)
貯蔵温度: 2 · 2-8°C
溶解性: 100 mg/mL · DMSO: 100mg/mL
酸解離定数(Pka): 2.41 · 2.41±0.10(Predicted)
外見: powder
色: pale yellow
InChI: 1S/C9H8ClN3S2/c10-7-3-1-6(2-4-7)5-14-9-13-12-8(11)15-9/h1-4H,5H2,(H2,11,12)
InChIKey: SPABJFQNGHSGMG-UHFFFAOYSA-N

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 4 (100%)

安全データ

wgk: WGK 3
hs_code: 2934999090
hazard_code: Xi
hazard_note: Irritant
ストレージクラス: 11 - Combustible Solids

化学と産業

応用分野 · 1 件

一般的な説明An orally bioavailable, non-toxic, thio-thiadiazolamine compound that specifically inhibits the DNA-binding capacity of virulence regulator, RegA (IC50 = 1.7 μM in E. coli strain MC4100 (kfc-lacZ, pACYC184-regA), by interacting with amino acid residues within a conserved region of the DNA-binding domain, but without affecting RegA dimerization. Interacts with the double helix-turn-helix (HTH) domain that results in a loss of binding affinity of RegA for its DNA targets. This interaction appears to involve W188 and R223 residues that are conserved in several RegA homologs including ToxT, AggR, RegR, and Rns. Shown to be highly effective in reducing Citrobacter rodentium colonization when administered perorally to mice (~50 mg/kg) either 15 minutes before or 12 hours after bacterial inoculation. Reduces the ability of Rns and RegR to activate the transcription of their target promoters, but does not affect the activity of AggR and ToxT.Please note that the molecular weight for this compound is batch-specific due to variable water content.