1-(p-Phenylazophenylazo)-2-naphthol (Sudan III) (HCID 62331)

概要

Sudan III is a bis(azo) compound that is 2-naphthol substituted at position 1 by a 4-{[(2-methylphenyl)diazenyl]phenyl}diazenyl group. A fat-soluble dye predominantly used for demonstrating triglycerides in frozen sections, but which may also stain some protein bound lipids in paraffin sections. It has a role as a carcinogenic agent, a fluorochrome and a histological dye. It is a member of azobenzenes, a member of naphthols and a bis(azo) compound. It is functionally related to a 2-naphthol.

名称と識別子

優先名称: 1-(p-Phenylazophenylazo)-2-naphthol (Sudan III)
IUPAC: 1-[(4-phenyldiazenylphenyl)diazenyl]naphthalen-2-ol
現地名: スダンＩＩＩ
英語名: Solvent Red 23
分子式: C22H16N4O
分子量: 352.39

名称と別名

Sudan III85-86-9Solvent red 23C.I. Solvent Red 23Toney RedFettponceau GCerasin RedFat Scarlet LBFettscharlachCerasinrotFettrotSudan Red III

名称をさらに表示

スダンＩＩＩスーダンIIIオイルスカーレットトニーレッド1-[4-(フェニルアゾ)フェニルアゾ]-2-ナフタレノール1-(4-フェニルアゾフェニルアゾ)ナフタレン-2-オールC.I.ソルベントレッドC.I.ソルベントレッド231-[[p-(フェニルアゾ)フェニル]アゾ]-2-ナフトール1-(アゾベンゼン-4-イルアゾ)ナフタレン-2-オールトネイレッドD&CレッドNo.17レッド225赤色225号1-[[4-(フェニルアゾ)フェニル]アゾ]ナフタレン-2-オールスダンIIIオイルレッドエクストラ1-[(アゾベンゼン-4-イル)アゾ]ナフタレン-2-オール1-[(4-フェニルアゾフェニル)アゾ]-2-ナフタレノールオイルレッドASSUDANCI 26100SUDAN 3SUDAN REDRED 17Sudan ⅢSundanSudan Ⅱredzh

Rouge cerasineStearix ScarletPyronalrot BSudan P IIIFettscharlach LBOrganol Red BSSoudan IIICerotinscharlach R

データベース識別子

CAS: 1071538-45-8、85-86-9
PubChem CID: 62331
DTXSID: DTXSID3041742
ChEMBL: CHEMBL2001927
ChEBI: CHEBI:82535
UNII: ND733RX3JN
EC Number: 201-638-4、982-497-2
Nikkaji: J3.890C

物性

構造計算による物性

XLogP: 5.9
極性表面積: 69.7 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: 4
重原子数: 27
形式電荷: 0
複雑度: 508

実験および物理化学的性質

Chemical ClassesDyes -> Azo Dyes

Cosmetics · 2 件

Cosmetics ingredient -> Colorant

Cosmetic colorant; Hair dyeing

FragrancesFragrance Ingredient (2-Naphthalenol, 1-[2-[4-(2-phenyldiazenyl)phenyl]diazenyl]-) -> IFRA transparency List

LogP2.11

Food AdditivesDrugs, Cosmetics, Devices -> FDA Regulatory Status of Color Additives

Physical DescriptionBrown and green metallic solid; [Merck Index] Red powder; [MSDSonline]

物理化学的性質

融点: 199 °C · 199 °C (dec.)(lit.)
沸点: 486.01 °C · 486.01°C (rough estimate)
比重(密度): 1.2266 · 1.2266 (rough estimate)
屈折率: 1.662 · 1.6620 (estimate)
貯蔵温度: 5 °C · Store at +5°C to +30°C.
溶解性: 水に不溶、ベンゼン、クロロホルムに可溶、アセトン、エーテル、石油エーテルに難溶、エタノール、キシレンに難溶
酸解離定数(Pka): 13.45 · 13.45±0.50(Predicted)
外見: 粉
色: 赤茶色
Merck: 14 · 14,8884
BRN: 2016384 · 2016384
安定性: 安定。強力な酸化剤とは相容れない。
主な用途: 洗浄剤化粧品食品および飲料パーソナルケア
化粧品成分の機能: 着色剤ヘアカラーリング
InChI: 1S/C22H16N4O/c27-21-15-10-16-6-4-5-9-20(16)22(21)26-25-19-13-11-18(12-14-19)24-23-17-7-2-1-3-8-17/h1-15,27H/b24-23+,26-25+
InChIKey: FHNINJWBTRXEBC-HXEHWPEMSA-N
SMILES: Oc1ccc2ccccc2c1\N=N\c3ccc(cc3)\N=N\c4ccccc4
LogP: 5.74 · 5.740 (est)
CAS データベース: 85 · 85-86-9(CAS DataBase Reference)
EPAの化学物質情報: 23 · C.I. Solvent Red 23 (85-86-9)

化学的性質

化学的特性reddish brown powder

安全と法規制

GHS分類

GHS Classification · 6 件

This chemical does not meet GHS hazard criteria for 77.8% (175 of 225) of all reports.

Danger

H315 (21.3%): Causes skin irritation [Warning Skin corrosion/irritation]

P264, P264+P265, P280, P302+P352, P305+P354+P338, P317, P321, P332+P317, and P362+P364 (click each P-code to see the statement)

Aggregated GHS information provided per 225 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

危険有害性情報

Regulatory Information · 4 件

Chemical: 2-Naphthalenol, 1-[[4-(phenylazo)phenyl]azo]-

Hazard Traits - Bioaccumulation; Environmental Persistence

Regulation (EC) No 178/2002 (amended)

2-Naphthalenol, 1-[[4-(phenylazo)phenyl]azo]-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Dyes that could release selected carcinogenic amines (listed on AICS): Human health tier II assessment

Hazards SummaryA skin, eye, and respiratory tract irritant; [MSDSonline]

Hazard Classes and Categories · 3 件

Skin Irrit. 2 (21.3%)

Skin Irrit. 2 (100%)

Carcinogenicity - category 2

毒性情報

Carcinogen Classification · 5 件

Sudan III

Group 3: Not classifiable as to its carcinogenicity to humans

Volume 8: (1975) Some Aromatic Azo Compounds

1987

安全データ

wgk: 3
tsca: TSCA listed
rtecs: QK4250000
毒性: cyt-ham:ovr 20 mmol/L/5H-C ENMUDM 1,27,79
hs_code: 32129000
risk_code: 10-20-36/38-36/37/38
化審法: (5)-3087
hazard_code: Xi
safety_code: 22-24/25-36-26
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

MeSH Pharmacological ClassificationChemicals and substances that impart color including soluble dyes and insoluble pigments. They are used in INKS; PAINTS; and as INDICATORS AND REAGENTS.

用途と製造

Uses · 2 件

Used as a biological stain; [Merck Index]

Substance listed with specific concentration in tattoo ink and/or permanent make up according to EU Commission Regulation 2020/2081. The concentration limit (by weight) is 0.1%.

Household Products · 2 件

Cosmetics product ingredient: 2-Naphthalenol, 1-[4-(phenylazo)phenyl]azo- (Red 17; Solvent Red 23; CI 26100; Aka225)

Information on 3 consumer products that contain D&C Red #17 in the following categories is provided:

Use Classification · 2 件

Fragrance Ingredients

Cosmetics -> Cosmetic colorant; Hair dyeing

General Manufacturing Information2-Naphthalenol, 1-[2-[4-(2-phenyldiazenyl)phenyl]diazenyl]-: ACTIVE

応用分野 · 5 件

用途クロマトグラフィー(液体、薄層)における標準。活性アルミナの活性度検定用。

用途高速液体クロマトグラフ法によるズダン3定量用標準品。

用途中性脂肪の染色、活性アルミナの活性度検定、非水滴定指示薬。

用途酢酸中での酸塩基滴定(非水滴定)における指示薬(塩基性色:黄色、酸性色:赤)。活性アルミナの活性度検定用。

説明Solvent Red 23 is an oil-soluble red azo dye used in cosmetic products in Japan. Cases were reported in hairdressers, who also reacted to PPD and to paminoazobenzene. One case of contact dermatitis was reported in the metal industry.

調製方法

製造方法4-(Phenyldiazenyl)benzenamine diazotization, and Naphthalen-2-ol coupling. Note: some goods by 4-(Phenyldiazenyl)benzenamine and 2-Methyl-4-(o-tolyldiazenyl)benzenamine mixture as diazo components and have to.

純化方法Crystallise the dye from EtOH, EtOH/water or *benzene/absolute EtOH (1:1). [Beilstein 16 II 75, 16 III 148, 16 IV 248.]

上流・下流製品情報

上流原料

サプライヤー50 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]

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

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

Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]

武汉科美沃化工有限公司+86-2785736489 +8618171418573 · [email protected]

補足説明 · 2 件

定義本品は、平成15年厚労省令第126号に示される赤色225号である。

定義ChEBI: A bis(azo) compound that is 2-naphthol substituted at position 1 by a 4-{[(2-methylphenyl)diazenyl]phenyl}diazenyl group. A fat-soluble dye predominantly used for demonstrating triglycerides in frozen sections, but which may also stain some protein bound l pids in paraffin sections.

スダンＩＩＩ

基本情報

概要