4-Aminobenzoic acid hydrazide (HCID 21450)

概要

4-aminobenzohydrazide is an aminobenzoic acid. It has a role as an EC 1.11.2.2 (myeloperoxidase) inhibitor.

名称と識別子

優先名称: 4-Aminobenzoic acid hydrazide
IUPAC: 4-aminobenzohydrazide
現地名: 4-アミノベンゾヒドラジド
英語名: 4-Aminobenzohydrazide
分子式: C7H9N3O
分子量: 151.17

名称と別名

5351-17-74-Aminobenzhydrazide4-Aminobenzoic acid hydrazideAminostimilp-Aminobenzoic acid hydrazidepara-AminobenzhydrazideDTXSID302017204-aminobenzoic acid-hydrazideRefChem:97833DTXCID60124211226-324-44-Aminobenzohydrazide

名称をさらに表示

4-アミノベンゾヒドラジド4-アミノ安息香酸ヒドラジドN,4-ジアミノベンズアミドp-アミノベンゾイルヒドラジンアムベンヒドラジドp-アミノベンズヒドラジド(4-アミノベンゾイル)ヒドラジン4-アミノベンズヒドラジド4-アミノベンゾイルヒドラジン4-アミノベンゾイルヒドラジドP-アミノベンゾヒドラジド4-POBN4NPhCON2WLN: ZNUYQR DZambenhydrazideTIMTEC-BB SBB007555N,4-Diaminobenzamide

Amben hydrazidep-Aminobenzhydrazide4-Aminobenzoylhydrazinep-Aminobenzoyl hydrazideBenzoic acid, 4-amino-, hydrazidep-Aminobenzoic hydrazidep-Aminobenzoylhydrazine4-Aminobenzoic hydrazide

データベース識別子

CAS: 5351-17-7
PubChem CID: 21450
DTXSID: DTXSID30201720
ChEMBL: CHEMBL2170241
ChEBI: CHEBI:233355
EC Number: 226-324-4
Nikkaji: J20.610E

物性

構造計算による物性

XLogP: -0.7
極性表面積: 81.1 Å²
水素結合供与体数: 3
水素結合受容体数: 3
回転可能結合数: 1
重原子数: 11
形式電荷: 0
複雑度: 141

実験および物理化学的性質

LogP-0.75

物理化学的性質

融点: 225 · 225-227 °C (lit.)
沸点: 273.17 °C · 273.17°C (rough estimate)
比重(密度): 1.21 · 1.2100 (rough estimate)
屈折率: 1.586 · 1.5860 (estimate)
貯蔵温度: Keep in dark place,Inert atmosphere,Room temperature
溶解性: 10 mg/ml; · DMF: 10 mg/ml; DMSO: 14 mg/ml; DMSO:PBS(pH7.2) (1:1): 0.5 mg/ml
酸解離定数(Pka): 13.05 · 13.05±0.10(Predicted)
外見: 結晶または粉末
色: 白またはベージュ
水溶解度: DMSO (10 mg/ml)、希酸、水に可溶 (一部混和性)。
BRN: 639053 · 639053
InChI: 1S/C7H9N3O/c8-6-3-1-5(2-4-6)7(11)10-9/h1-4H,8-9H2,(H,10,11)
InChIKey: WPBZMCGPFHZRHJ-UHFFFAOYSA-N
SMILES: NNC(=O)c1ccc(N)cc1
CAS データベース: 5351 · 5351-17-7(CAS DataBase Reference)
NISTの化学物質情報: 4 · Benzoic acid, 4-amino-, hydrazide(5351-17-7)

化学的性質

化学的特性White or beige crystals or powder

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

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

Aggregated GHS information provided per 44 reports by companies from 4 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 CategoriesSkin Irrit. 2 (100%)

安全データ

wgk: 3
rtecs: DG2580000
hs_code: 29280000
risk_code: 36/37/38
化審法: (3)-235
hazard_code: Xi
safety_code: 26-36
hazard_class: IRRITANT
ストレージクラス: 11 - Combustible Solids

化学と産業

応用分野 · 3 件

用途有機合成原料。

説明4-Aminobenzoic acid hydrazide (4-ABAH) is an irreversible inhibitor of myeloperoxidase (MPO; IC50 = 0.3 μM). It reduces the production of hypochlorous acid (HOCl) induced by opsonized zymosan or phorbol 12-myristate 13-acetate (PMA; ) in isolated human neutrophils with IC50 values of 16 and 2.2 μM, respectively. 4-ABAH inhibits PMA-induced formation of neutrophil extracellular traps (NETs) in the same cells. It reduces infarct volume and the severity of neurological deficits, as well as increases survival, in a mouse model of cerebral ischemia induced by transient middle cerebral artery occlusion (MCAO) when administered at a dose of 40 mg/kg twice per day.

使用4-Aminobenzhydrazide has an important role in the peroxidation activity of MPO. It is also used in enzyme preparations and in cell cultures.