溶剂黄 5 | 85-84-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 溶剂黄 5
• 中文别名: 荧光黄YJP-1；溶剂黄S；溶剂黄5；3-苯氧基噻吩
• 英文名称: 1-phenylazo-2-naphthylamine
• 英文别名: Yellow AB；1-phenyldiazenylnaphthalen-2-amine
• CAS: 85-84-7
• 化学式: C₁₆H₁₃N₃
• 分子量: 247.299
• InChiKey: KLCDQSGLLRINHY-UHFFFAOYSA-N

物化性质

• 熔点：
  102-104°
• 沸点：
  380.33°C (rough estimate)
• 密度：
  1.1633 (rough estimate)
• 颜色/状态：
  Red platelets from absolute alcohol
• 溶解度：
  In water, 0.30 mg/L at 37 °C
• 蒸汽压力：
  6.51X10-7 mm Hg at 25 °C (est)
• 分解：
  When heated to decomposition it emits toxic fumes of /nitrogen oxide/.

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.7
• 氢给体数：
  1
• 氢受体数：
  3

ADMET

毒理性

• 致癌性证据

没有关于人类的数据。动物致癌性证据不足。总体评估：第3组：该物质对人类致癌性无法分类。

No data are available in humans. Inadequate evidence of carcinogenicity in animals. OVERALL EVALUATION: Group 3: The agent is not classifiable as to its carcinogenicity to humans.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 致癌物分类

国际癌症研究机构致癌物：黄色AB

IARC Carcinogenic Agent:Yellow AB

来源:International Agency for Research on Cancer (IARC)

毒理性

• 致癌物分类

国际癌症研究机构（IARC）致癌物分类：第3组：对其对人类的致癌性无法分类

IARC Carcinogenic Classes:Group 3: Not classifiable as to its carcinogenicity to humans

来源:International Agency for Research on Cancer (IARC)

毒理性

• 致癌物分类

国际癌症研究机构专著：第8卷（1975年）一些芳香偶氮化合物

IARC Monographs:Volume 8: (1975) Some Aromatic Azo Compounds

来源:International Agency for Research on Cancer (IARC)

毒理性

• 解毒与急救

/SRP:/ 立即急救：确保已经进行了充分的中和。如果患者停止呼吸，请开始人工呼吸，最好使用需求阀复苏器、球囊阀面罩设备或口袋面罩，按训练操作。如有必要，执行心肺复苏。立即用缓慢流动的水冲洗受污染的眼睛。不要催吐。如果患者呕吐，让患者身体前倾或将其置于左侧（如果可能，头部向下）以保持呼吸道畅通，防止吸入。保持患者安静，维持正常体温。寻求医疗救助。 /毒物A和B/

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

颜色在sc注射后积累在身体的脂肪组织中，并且缓慢消除：因此，给兔子注射的250 mg/kg bw /黄色Ab/在17天后通过尿液排出。

The color accumulates in fatty tissues of the body after its sc injection and is eliminated slowly: thus, 250 mg/kg bw /yellow Ab/ administered to rabbits /was/ excreted 17 days later in urine.

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• 海关编码：
  2927000090

制备方法与用途

C.I. Food Yellow 10，也被称为Fast Yellow AB或Acid Yellow，是一种偶氮染料，主要用作食品着色剂。目前在欧洲和美国已从食品和饮料中禁用，并且若用于食品和饮料，则禁止使用。由Spectrum提供的未分级产品主要用于一般工业或研究用途，通常不适合人类食用或作为药物使用。

反应信息

• 作为反应物：
  描述：

  溶剂黄 5 在 盐酸 、 亚硝酸 、 溶剂黄146 作用下， 生成 苏丹-1
  参考文献：
  名称：

  Zincke; Lawson, Chemische Berichte, 1887, vol. 20, p. 2896

  摘要：

  DOI：
• 作为产物：
  描述：

  偶氮苯六氟磷酸盐 、 2-萘胺 在 乙醇 作用下， 生成 溶剂黄 5
  参考文献：
  名称：

  Bamberger; Schieffelin, Chemische Berichte, 1889, vol. 22, p. 1376

  摘要：

  DOI：

文献信息

• BITTER TASTE MODIFIERS INCLUDING SUBSTITUTED 1-BENZYL-3-(1-(ISOXAZOL-4-YLMETHYL)-1H-PYRAZOL-4-YL)IMIDAZOLIDINE-2,4-DIONES AND COMPOSITIONS THEREOF
  申请人：SENOMYX, INC.

  公开号：US20160376263A1

  公开（公告）日：2016-12-29

  The present invention includes compounds and compositions known to modify the perception of bitter taste, and combinations of said compositions and compounds with additional compositions, compounds, and products. Exemplary compositions comprise one or more of the following: cooling agents; inactive drug ingredients; active pharmaceutical ingredients; food additives or foodstuffs; flavorants, or flavor enhancers; food or beverage products; bitter compounds; sweeteners; bitterants; sour flavorants; salty flavorants; umami flavorants; plant or animal products; compounds known to be used in pet care products; compounds known to be used in personal care products; compounds known to be used in home products; pharmaceutical preparations; topical preparations; cannabis-derived or cannabis-related products; compounds known to be used in oral care products; beverages; scents, perfumes, or odorants; compounds known to be used in consumer products; silicone compounds; abrasives; surfactants; warming agents; smoking articles; fats, oils, or emulsions; and/or probiotic bacteria or supplements.

  本发明涵盖已知用于改变苦味感知的化合物和组合物，以及所述组合物和化合物与额外的组合物、化合物和产品的组合。示例组合物包括以下一种或多种：冷却剂；无活性药物成分；活性药用成分；食品添加剂或食品；调味剂或调味增强剂；食品或饮料产品；苦味化合物；甜味剂；苦味剂；酸味调味剂；咸味调味剂；鲜味调味剂；植物或动物产品；已知用于宠物护理产品中的化合物；已知用于个人护理产品中的化合物；已知用于家用产品中的化合物；制药制剂；局部制剂；大麻衍生或与大麻相关的产品；已知用于口腔护理产品中的化合物；饮料；香味、香水或除臭剂；已知用于消费品中的化合物；硅化合物；磨料；表面活性剂；发热剂；吸烟物品；脂肪、油脂或乳化剂；和/或益生菌或补充剂。
• Synthesis, structures, and properties of palladium(II) and platinum(II) complexes with didentate ligands derived from 1-phenylazo-2-naphthylamine and 2-(diphenylphosphino)benzaldehyde or 2-(tert-butylthio)benzaldehyde
  作者：Zhicheng Zhu、Tomohiro Kajino、Masaaki Kojima、Kiyohiko Nakajima

  DOI：10.1016/s0020-1693(03)00335-9

  日期：2003.11

  New palladium(II) and platinum(II) complexes with didentate ligands derived from 1-phenylazo-2-naphthylamine and 2-(diphenylphosphino)benzaldehyde or 2-(tert-butylthio)benzaldehyde have been prepared and their structures are determined by X-ray crystallography. The palladium(II) and platinum(II) complexes containing a phosphorus donor atom ([MCl2(L1)] (M=Pd2+ (1), Pt2+ (2))) are mononuclear, whereas

  制备了具有衍生自1-苯基偶氮-2-萘胺和2-（二苯基膦基）苯甲醛或2-（叔丁硫基）苯甲醛的二齿配位体的新型钯（II）和铂（II）配合物，并通过X-射线晶体学。含有磷供体原子（[MCl 2（L 1）]（M = Pd 2+（1），Pt 2+（2）））的钯（II）和铂（II）络合物是单核，而含有硫供体原子（[PdCl（L 2）] 3（3））具有三核结构。配合物3的三个钯原子通过桥接硫（硫氢基）供体原子彼此结合，形成六元环（Pd 3 S 3）。络合物3与碘化钾在乙腈中反应，生成具有弯曲结构的双核络合物[PdI（L 2）] 2（4）。配合物4的PdPd距离短（2.8855（7）Å）表明PdPd键相互作用。配位体（L 1和L 2）包含一个六元杂环，并讨论了其键和电子结构。
• Reversible ring opening and closure reactions of the triazine ligands derived from 1-phenylazo-2-naphthylamine and pyridine-2-aldehyde or quinoline-2-aldehyde – structure and reactivity of the palladium (II) complexes
  作者：Zhicheng Zhu、Masaaki Kojima、Kiyohiko Nakajima

  DOI：10.1016/j.ica.2004.08.024

  日期：2005.2

  concentrated reaction mixture. In this reaction, the dihydrotriazine ring of the didentate L2 ligand in complex 2 opened and the resulting tridentate L4b ligand coordinated to the Pd atom in complex 5. When an excess amount of (nBu)4NCl was added to complex 5 in dichloromethane, the absorption spectrum reverted to that of complex 2. Thus, the reversible ring opening and closure reactions of the coordinating

  摘要含有杂环的新配体L1（1-苯胺基-2-（2-吡啶基）-萘[1,2-d]咪唑-1-io-3-ide），L2（2-苯基-3-（ 2-吡啶基）-3,4-二氢萘并[2,1-e] [1,2,4]三嗪-1-io-4-ide）和L3（1-苯胺基-2-（2-喹啉基） ）-萘[1,2-d]咪唑-1-io-3-ide）及其钯（II）配合物已经制备。配体和配合物的结构通过X射线晶体学测定。[PdCl2（Ln）]（n = 1（1），n = 2（2）和n = 3（3））的单核方平面复合物具有Ln（n = 1-3）配体。Ln（n = 1-3）配体稳​​定，在二氯甲烷和甲醇中其吸收光谱不变。另一方面，当向溶液中添加甲醇时，[PdCl2（L2）]（2）在二氯甲烷中的吸收光谱迅速变化，从浓缩的反应混合物中获得[PdCl（L4b）]（5）（L4b ＝ N- [甲氧基（2-吡啶基）甲基] -1-（苯基偶氮）-2-萘酰胺）。
• Oxidative Cyclizations. VIII. Mechanisms of Oxidation of ortho-Substituted Benzenamines and Improved Cyclizations by Bis(acetato-O)Phenyliodine
  作者：LK Dyall、JJ Harvey、TB Jarman

  DOI：10.1071/ch9920371

  日期：——

  Published reports describe the oxidative cyclization of suitable ortho-substituted arenamines to form such products as 2,1-benzisoxazoles, benzofurazan 1-oxides and benzotriazoles, by using bis(acetato-O)phenyliodine at room temperature. However, the reactions are often inconveniently slow. We now report attempts to achieve short reaction times with more powerful iodine(III) oxidants. These often failed to give cyclic products, but the results enable us to argue that the reaction competing with cyclization involves the arenaminyl, cation ArN+H. When such cations are predicted to be relatively unstable, the parent arenamine can be rapidly cyclized in high yield by oxidation with bis(acetato-O)phenyliodine in boiling benzene.

  已发表的报告介绍了在室温下使用双（乙酰氧基）苯基碘对合适的正交取代的芳胺进行氧化环化，生成 2,1-苯并异噁唑、苯并呋喃 1-氧化物和苯并三唑等产物。然而，这些反应通常速度很慢，很不方便。现在，我们报告了使用更强的碘(III)氧化剂来缩短反应时间的尝试。这些尝试往往不能得到环状产物，但结果使我们能够论证，与环化反应竞争的反应涉及芳酰胺基阳离子 ArN+H。当预测这种阳离子相对不稳定时，在沸腾的苯中用双（乙酰-O）苯基碘进行氧化，母体芳酰胺就能迅速环化，而且产量很高。
• COMPOUNDS USEFUL AS MODULATORS OF TRPM8
  申请人：Senomyx, Inc.

  公开号：US20170096418A1

  公开（公告）日：2017-04-06

  The present disclosure relates to compounds which are useful as cooling sensation compounds.

  本公开涉及作为冷感化合物有用的化合物。