Naphthazarin (HCID 10141)

概要

Naphthazarin is a naphthoquinone that is 1,4-naphthoquinone in which the hydrogens at positions 5 and 8 are replaced by hydroxy groups. It has a role as a geroprotector, an acaricide, an antibacterial agent, an antineoplastic agent, an apoptosis inducer and a plant metabolite.

名称と識別子

優先名称: Naphthazarin
IUPAC: 5,8-dihydroxynaphthalene-1,4-dione
現地名: 5,8-ジヒドロキシ-1,4-ナフトキノン
英語名: 5,8-Dihydroxy-1,4-naphthoquinone
分子式: C10H6O4
分子量: 190.15

名称と別名

Naphthazarin5,8-Dihydroxy-1,4-naphthoquinone475-38-75,8-dihydroxynaphthalene-1,4-dioneNaphthazarineNaphthazarone5,8-Dihydroxynaphthoquinone5,8-Dihydroxy-1,4-naphthalenedione5,8-Dihydroxy-1,4-naphthosemiquinone1,4-NAPHTHOQUINONE, 5,8-DIHYDROXY-1,4-Naphthalenedione, 5,8-dihydroxy-S9IX5I5C0K

名称をさらに表示

5,8-ジヒドロキシ-1,4-ナフトキノン5,8-ジヒドロキシナフタレン-1,4-ジオンナフタザリン5,8-ジヒドロキシ-1,4-ナフタレンジオン2，3ジヒドロキシ1，4ナフトキノン5,8-ジヒドロキシ-1,4-ナフトキノン, 97%5,8-ジヒドロキシ-1,4-ジヒドロナフタレン-1,4-ジオンNAPHTHAZALINEMordant Black 37Naphthazarin (6CI)5,8-Dihydroxy-1,4-nNaphthazarin, 10 mM in DMSO

5,8-dioxy-1,4-naphthoquinoneDTXSID00197161CHEBI:28849NSC-26647NSC-344555RefChem:831987DTXCID10119652207-495-4

データベース識別子

CAS: 475-38-7
PubChem CID: 10141
DTXSID: DTXSID00197161
ChEMBL: CHEMBL274056
ChEBI: CHEBI:28849
UNII: S9IX5I5C0K
EC Number: 207-495-4
Nikkaji: J12.362E、J939.863E

物性

構造計算による物性

XLogP: 1.8
極性表面積: 74.6 Å²
水素結合供与体数: 2
水素結合受容体数: 4
回転可能結合数: 0
重原子数: 14
形式電荷: 0
複雑度: 277

実験および物理化学的性質

Chemical ClassesOther Uses -> Biochemical Research

SpringerMaterials PropertiesChemical shift

LogP1.79

Vapor Pressure0.0000001 [mmHg]

Physical DescriptionBrown solid; [Alfa Aesar MSDS]

物理化学的性質

融点: 220 · 220-230 °C(lit.)
沸点: 285.64 °C · 285.64°C (rough estimate)
比重(密度): 1.3366 · 1.3366 (rough estimate)
屈折率: 1.528 · 1.5280 (estimate)
貯蔵温度: Sealed in dry,Room Temperature
外見: powder to crystaline
酸解離定数(Pka): 6.98 · 6.98±0.20(Predicted)
色: Dark red to Brown
水溶解度: 水に溶けます (5520 mg/L 25.)。
BRN: 880561 · 880561
化粧品成分の機能: 着色剤ヘアコンディショニング
InChI: InChI=1S/C10H6O4/c11-5-1-2-6(12)10-8(14)4-3-7(13)9(5)10/h1-4,11-12H
InChIKey: RQNVIKXOOKXAJQ-UHFFFAOYSA-N
SMILES: C1(=O)C2=C(C(O)=CC=C2O)C(=O)C=C1
CAS データベース: 475 · 475-38-7(CAS DataBase Reference)
NISTの化学物質情報: 1 · 1,4-Naphthalenedione, 5,8-dihydroxy-(475-38-7)

化学的性質

化学的特性dark purple to brown-black powder

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H302 (33.3%): 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)

Aggregated GHS information provided per 6 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

Hazards SummaryA skin and strong eye irritant; [Alfa Aesar MSDS]

Hazard Classes and CategoriesAcute Tox. 4 (33.3%)

安全データ

wgk: 3
rtecs: QL7970000
hs_code: 2914409000
risk_code: 36/37/38
hazard_code: Xi
safety_code: 22-24/25-37/39-26
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

MeSH Pharmacological ClassificationSubstances that inhibit or prevent the proliferation of NEOPLASMS.

用途と製造

UsesA fish toxin; [ChemIDplus]

調製方法 · 2 件

製造方法1,8-Dinitronaphthalene and 1,5-Dinitronaphthalene mixture or both alone and one of sulfur 40% fuming sulfuric ACID reaction, the product (5, 8 – dihydroxy – naphthoquinone) into Sulfurous acidhydrogen salt.

純化方法It crystallises in red-brown needles with a green shine from EtOH. It also crystallises from hexane and is further purified by sublimation at 2-10mm. [Huppert et al. J Phys Chem 89 5811 1985.] It is sparingly soluble in H2O but soluble in alkalis. The diacetate forms golden yellow prisms from CHCl3, m 192-193o and the 5,8-dimethoxy derivative has m 157o (155o) (from pet ether) [Bruce & Thompson J Chem Soc 1089 1955, IR: Schmand & Boldt J Am Chem Soc 97 447 1975, NMR: Brockmann & Zeeck Chem Ber 101 4221 1968]. The monothiosemicarbazone has m 168o(dec) from EtOH [Gardner et al. J Am Chem Soc 74 2106 1952]. [Beilstein 8 H 412, 8 III 3600.]

上流・下流製品情報

上流原料

1,4-Naphthalenedione, 2,3,6,7-tetrachloro-5,8-dihydroxy-1,4-Naphthalenedione, 2,3,6,7-tetrabromo-5,8-dihydroxy-1,4,5,8-Naphthalenetetrone 1,4-Naphthalenedione, 2,3-dihydro-5,8-dihydroxy-1,4-Naphthalenedione,5,8-bis(acetyloxy)-Naphthalene, 1,4,5-trimethoxy-1,4,5,8-tetramethoxynaphthalene 5,8-ジメトキシナフタレン-1,4-ジオン 1,5-ジニトロナフタレン 2,3-ジクロロ-5,8-ジヒドロキシ-1,4-ナフトキノンヒドロキノン無水マレイン酸

サプライヤー50 社

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]

阿诺西（上海）生物技术有限公司400-1107768 15058188853 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

Hebei Chuanghai Biotechnology Co., Ltd+86-17732866630 · [email protected]

補足説明

定義ChEBI: A naphthoquinone that is 1,4-naphthoquinone in which the hydrogens at positions 5 and 8 are replaced by hydroxy groups.

5,8-ジヒドロキシ-1,4-ナフトキノン

基本情報

概要