基本情報
- CAS
773-76-2- 標準SMILES
Oc1c(Cl)cc(Cl)c2cccnc12- InChIKey
WDFKMLRRRCGAKS-UHFFFAOYSA-N- 分子式
- C9H5Cl2NO
- 平均分子量
- 214.04 g/mol
- 単同位体質量
- 212.9748192
概要
Chloroxine is a monohydroxyquinoline that is quinolin-8-ol in which the hydrogens at positions 5 and 7 have been substituted by chlorine. A synthetic antibacterial prepared by chlorination of quinolin-8-ol, it is used for the treatment of dandruff and seborrhoeic dermatitis of the scalp. It has a role as an antibacterial agent, an antiseborrheic and an antifungal drug. It is an organochlorine compound and a monohydroxyquinoline. It is functionally related to a quinolin-8-ol.
名称と識別子
- 優先名称
- Chloroxine
- IUPAC
- 5,7-dichloroquinolin-8-ol
- 現地名
- 5,7-ジクロロ-8-ヒドロキシキノリン
- 英語名
- 5,7-Dichloro-8-hydroxyquinoline
- 分子式
- C9H5Cl2NO
- 分子量
- 214.05
名称と別名
chloroxine773-76-25,7-Dichloroquinolin-8-ol5,7-Dichloro-8-hydroxyquinoline5,7-Dichloro-8-quinolinolChlorquinolCapitrolQuixalinDichlorohydroxyquinoline5,7-Dichlorooxine5,7-Dichloroxine8-QUINOLINOL, 5,7-DICHLORO-
名称をさらに表示
5,7-ジクロロ-8-ヒドロキシキノリン5,7-ジクロロオキシンジクロルオキシンクロフシドクロフジドクエシルキキサリンジクロロヒドロキシキノリンキノロル5,7-ジクロロ-8-キノリンオールケシル5,7-ジクロロ-8-オキシンクロロキシンジクロロキノリノール5,7-ジクロロキノリン-8-オールクロロキシキノリン5,7-ジクロルオキシン5,7-ジクロロ-8-オキシキノリン5,7-ジクロロ-8-キノリノールエンジアロンCHQQuesylClofuzidEndiaronChlofucidDichloroxinChhoroox-ine
5,7-Dichloro-8-oxyquinoline5,7-Dichlor-8-hydroxychinolinDTXSID5022801NSC-39042I8BD50I8BCHEBI:59477NSC3904DTXCID202801
物性
構造計算による物性
- XLogP
- 3.5
- 極性表面積
- 33.1 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 2
- 回転可能結合数
- 0
- 重原子数
- 13
- 形式電荷
- 0
- 複雑度
- 190
実験および物理化学的性質
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesAngular frequency
LogP3
Solubility1.38e-01 g/L
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Melting Point179.5 °C
Physical DescriptionSolid
Collision Cross Section
132.71 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
134.3 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
物理化学的性質
- 融点
- 178 · 178-180 °C (lit.)
- 沸点
- 305.47 °C · 305.47°C (rough estimate)
- 比重(密度)
- 1.332 · 1.3320 (rough estimate)
安全と法規制
GHS分類
GHS Classification
Danger
H302 (93.5%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 77 reports by companies from 9 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. 4 (93.5%)
安全データ
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- VC5350000
- hs_code
- 29334900
- risk_code
- 22-37/38-41-36/37/38
- hazard_code
- Xn,Xi
- safety_code
- 26-36-37/39-25-22
- Hazard Classifications
- Acute Tox. 4 OralEye Dam. 1Skin Irrit. 2STOT SE 3
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
PharmacodynamicsChloroxine has an antibacterial action, inhibiting the growth of gram-positive as well as some gram-negative organisms. Also, chloroxine has shown some antifungal activity against certain dermatophytes and yeasts.
Mechanism of Action
Although the mechanism of action is not understood, chloroxine may slow down mitotic activity in the epidermis, thereby reducing excessive scaling associated with dandruff or seborrheic dermatitis of the scalp. Chloroxine induces SOS-DNA repair in E. coli, so chloroxine may be genotoxic to bacteria.
MeSH Pharmacological Classification
Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues.
Substances that inhibit the growth or reproduction of BACTERIA.
Cellular LocationsMembrane
用途と製造
General Manufacturing Information8-Quinolinol, 5,7-dichloro-: ACTIVE
応用分野
用途有機合成原料、分析用試薬。
使用H1 antihistamine
調製方法
純化方法Crystallise the dichloro-oxine from acetone/EtOH. [Beilstein 21 H 95.]
上流・下流製品情報
上流原料
関連反応
2 件
化合物ノート
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