1-乙基-2-甲基萘酚[1,2-d]对甲苯磺酸噻唑鎓盐 | 42952-29-4

• 物质功能分类: 化学试剂 - 有机试剂
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并噻唑类
• 中文名称: 1-乙基-2-甲基萘酚[1,2-d]对甲苯磺酸噻唑鎓盐
• 中文别名: 1-乙基-2-甲基萘并[1,2-D]噻唑正离子P-甲苯磺酸
• 英文名称: 1-ethyl-2-methylnaphtho[1,2-d]thiazolium p-toluenesulphonate
• 英文别名: 1-ethyl-2-methylnaphtho[1,2-d]thiazol-1-ium 4-methylbenzenesulfonate；1-ethyl-2-methyl-naphtho[1,2-d]thiazolium; toluene-4-sulfonate；1-Aethyl-2-methyl-naphtho[1,2-d]thiazolium; Toluol-4-sulfonat；1-ethyl-2-methylnaphtho[1,2-d]thiazolium toluene-p-sulfonate；1-ethyl-2-methylnaphtho[1,2-d]thiazol-1-ium toluene-4-sulphonate；1-Ethyl-2-methylnaphtho(1,2-d)thiazolium toluene-p-sulphonate；1-ethyl-2-methylbenzo[e][1,3]benzothiazol-1-ium;4-methylbenzenesulfonate
• CAS: 42952-29-4
• 化学式: C₇H₇O₃S*C₁₄H₁₄NS
• 分子量: 399.535
• InChiKey: KTTNCJKZKIRUTI-UHFFFAOYSA-M

物化性质

• 熔点：
  148 °C
• 密度：
  1.2127 (rough estimate)
• 稳定性/保质期：
  遵照规定使用和储存，则不会发生分解。

计算性质

• 辛醇/水分配系数(LogP)：
  4.57
• 重原子数：
  27
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  97.7
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 安全说明：
  S24/25
• 危险类别码：
  R36/37/38

SDS

Name:	1-Ethyl-2-Methylnaphtho(1 2-D)Thiazolium P-Toluenesulfonate 95% Material Safety Data Sheet
Synonym:
CAS:	42952-29-4

Section 1 - Chemical Product MSDS Name:1-Ethyl-2-Methylnaphtho(1 2-D)Thiazolium P-Toluenesulfonate 95% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
42952-29-4	Naphtho1,2-D-Thiazolium, 1-Ethyl-2-Met		256-017-0

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
Contact may cause transient eye irritation. Low hazard for normal industrial handling.
Skin:
May cause skin irritation. Low hazard for usual industrial handling.
Ingestion:
May cause irritation of the digestive tract. Expected to be a low ingestion hazard.
Inhalation:
May cause respiratory tract irritation. Low hazard for usual industrial handling.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. If irritation develops, get medical aid.
Skin:
Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Get medical aid if irritation develops or persists. Wash clothing before reuse.
Ingestion:
If victim is conscious and alert, give 2-4 cupfuls of milk or water.
Never give anything by mouth to an unconscious person. Get medical aid if irritation or symptoms occur.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid if cough or other symptoms appear.
Notes to Physician:

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Clean up spills immediately, observing precautions in the Protective Equipment section.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation.
Storage:
Keep container closed when not in use. Store in a cool, dry, well-ventilated area away from incompatible substances.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 42952-29-4: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: cream
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 148 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C21H21NO3S2
Molecular Weight: 399.52

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, strong oxidants.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, sulfur oxides (SOx), including sulfur oxide and sulfur dioxide.
Hazardous Polymerization: Will not occur.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 42952-29-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Naphtho1,2-D-Thiazolium, 1-Ethyl-2-Methyl-, Salt With 4-Methyl - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 42952-29-4: No information available.
Canada
CAS# 42952-29-4 is listed on Canada's NDSL List.
CAS# 42952-29-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 42952-29-4 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1-乙基-2-甲基萘酚[1,2-d]对甲苯磺酸噻唑鎓盐 在 原乙酸三乙酯 作用下， 生成 1-(1-乙基萘并[1,2-d]噻唑-2(1H)-亚基)丙酮
  参考文献：
  名称：

  Lewkoew et al., Doklady Akademii Nauk SSSR, 1959, vol. 129, p. 331

  摘要：

  DOI：
• 作为产物：
  描述：

  对甲苯磺酸乙酯 、 2-甲基-beta-萘并噻唑 生成 1-乙基-2-甲基萘酚[1,2-d]对甲苯磺酸噻唑鎓盐
  参考文献：
  名称：

  Studies in the Cyanine Dye Series. I. A New Method of Preparing Certain Carbocyanines

  摘要：

  DOI：

  10.1021/ja01306a049

文献信息

• Quaternary salts and method of preparation
  申请人：EASTMAN KODAK CO

  公开号：US02756227A1

  公开（公告）日：1956-07-24

  The invention comprises compounds of the formula <;FORM:0774780/IV(b)/1>; or of the formula <;FORM:0774780/IV(b)/2>; wherein R is an alkyl, substituted alkyl, aralkyl or alkenyl group, R1 is a phenanthryl, naphthyl or a 2-thienyl group, R2 is a hydrogen atom or a methyl group, R3 is a hydrogen atom or an alkyl, substituted alkyl, aralkyl, phenyl or substituted phenyl or furyl group, X is an anion and Z represents the non-metallic atoms to complete a heterocylic nucleus of the thiazole, benzthiazole, naphthathiazole benzoxazole, naphthoxazole, benzselenazole napthaselenazole or thiazoline series, which nuclei may be substituted, e.g. by alkyl, aryl, thienyl, halogen, hydroxy or alkoxy atoms or groups ; it also comprises the process for the preparation of the above compounds and also the broader class of compounds of the formula I wherein R1 may be any carbocyclic aromatic group or thienyl group, wherein a compound of the formula <;FORM:0774780/IV(b)/3>; is condensed with a ketone of the formula or <;FORM:0774780/IV(b)/4>; The quaternary salt of the formula III may be formed in situ by using the free base together with a compound of the formula R-X. In the above general formul R may suitably be a saturated alkyl group of 1-4 carbon atoms or a b -hydroxyethyl, carboxymethyl, carbethoxymethyl, methoxyethyl, benzyl or allyl group ; X may suitably be a chloride, bromide, iodide, perchlorate, thiocyanate, acetate, methylsulphate, ethylsulphate, benzenesulphonate or toluenesulphonate anion ; Z may suitably be the atoms necessary to complete a thiazole, benzthiazole, naphthathiazole, benzoxazole, naphthoxazole, benzselenazole, naphthaselenazole or thiazoline ring which may be substituted for example by methyl, phenyl, chlorine, bromine, iodine, methoxy, hydroxy, methylenedioxy or ethoxy atoms or groups ; R1 may suitably be a phenyl, tolyl, chlorophenyl, hydroxyphenyl, methoxyphenyl, naphthyl, di-methylphenyl, p - dimethylaminophenyl, p - diethylaminophenyl, 9 - phenanthryl or 2 - thienyl group and R3 may suitably be a saturated alkyl group of 1-4 carbon atoms or a benzyl, phenyl, tolyl, b -methoxyphenyl or furyl group. Suitable ketones of the formul IV and V are 1-acetonaphthone, acetophenone, isophorone, methyl - 2 - thienylketone, p - dimethylamino-acetophenone, 9 - acetylphenanthnene, 3 : 5 - dimethyl - 2 - cyclohexene - 1 - one, 5 - ethyl - 3 - methyl - 2 - cyclohexene - 1 - one, 5 - furyl 3 - methyl - 2 - cyclohexene - 1 - one and 3 - methyl - 5 - phenyl - 2 - cyclohexene - 1 - one. In examples there are prepared by the above process, (1) 3 - ethyl - 2 - (2 - a - naphthylpropenyl) benzthiazolium iodide ; (2) 3-ethyl-2 - (2 - phenyl)propenyl - benzthiazolium - p - toluene sulphonate ; (3) 3 - ethyl - 2 - (1 : 5 : 5-trimethyl - 3 - cyclohexenylidene) methylbenzthiazolium iodide ; (4) 3 - ethyl - 2 - (2 - (2 - thienyl) propenyl) benzthiazolium p - toluene-sulphonate ; (5) 1-ethyl-2-(2-(2-thienyl) propenyl) naphtha [1 : 2] - thiazolium iodide ; (6) 3 - ethyl - 2 - (2 - (p - dimethylaminophenyl) propenyl) benzthiazolium iodide ; (7) 3 - ethyl-2 - [2 - (2 : 5 - dimethylphenyl) propenyl) benzthiazolium iodide ; (8) 3 - ethyl - 2 - (2 - (9 - phenanthryl) propenyl) benzthiazolium iodide ; (9) 1 - ethyl - 2 - (2 - p - hydroxyphenyl) propenyl - naphtha [1 : 2] - thiazolium iodide ; (10) 1 - methyl - 2 - (2 - (1 - naphthyl) propenyl) naphtha [1 : 2] - thiazolium iodide ; (11) 5 - chloro - 3 - ethyl - 2 - (1 : 5 : 5 - trimethyl - 3 - cyclohexenylidene) - methylbenzthiazolium p - toluene sulphonate ; (12) 3-ethyl-2-(1 : 5 : 5-trimethyl - 3 - cyclohexenylidene) - methylbenzoxazolium iodide ; (13) 3-ethyl-2-(1 : 5 : 5-trimethyl - 3 - cyclohexenylidene) methyl benzselenazolium iodide ; (14) 2-(1 : 5-dimethyl-3-cyclohexenylidene) methyl - 3 - ethyl - benzthiazolium iodide ; (15) 1-ethyl-2-(1 : 5 : 5-trimethyl - 3 - cyclohexenylidene) methyl naphtha [1 : 2] - thiazolium iodide and (16) 3-ethyl - 2 - (1 : 5 : 5 - trimethylcyclohexenylidene) methylnaphtha : [2 : 1] - thiazolium iodide. Specifications 344,409 [Group IV], 637,039, 669,174 and 774,779 [all in Group IV (c), are referred to.

  该发明包括以下公式的化合物：<;FORM:0774780/IV(b)/1>; 或以下公式的化合物：<;FORM:0774780/IV(b)/2>; 其中R是烷基，取代烷基，芳基烷基或烯基，R1是苯并芘基，萘基或2-噻吩基，R2是氢原子或甲基基团，R3是氢原子或烷基，取代烷基，芳基烷基，苯基或取代苯基或呋喃基，X是阴离子，Z代表非金属原子，完成噻唑，苯噻唑，萘噻唑，苯并噁唑，萘噁唑，苯硒唑，萘硒唑或噻唑啉系列的杂环核。这些核可能被取代，例如通过烷基，芳基，噻吩基，卤素，羟基或烷氧基原子或基团取代；它还包括制备上述化合物的过程，以及公式I的更广泛类化合物，其中R1可以是任何碳环芳基或噻吩基，其中公式<;FORM:0774780/IV(b)/3>;与公式酮缩合或<;FORM:0774780/IV(b)/4>;。公式III的季铵盐可以通过使用自由碱与公式R-X的化合物一起原位形成。在上述一般公式中，R可以适当地是碳原子数为1-4的饱和烷基基团或b-羟乙基，羧甲基，羧乙氧基甲基，甲氧基乙基，苄基或烯丙基；X可以适当地是氯化物，溴化物，碘化物，高氯酸盐，硫氰酸盐，乙酸盐，甲基硫酸盐，乙基硫酸盐，苯磺酸盐或甲苯磺酸盐阴离子；Z可以适当地是完成噻唑，苯噻唑，萘噻唑，苯并噁唑，萘噁唑，苯硒唑，萘硒唑或噻唑啉环所需的原子，例如，可以被甲基，苯基，氯，溴，碘，甲氧基，羟基，亚甲二氧基或乙氧基原子或基团取代；R1可以适当地是苯基，甲苯基，氯苯基，羟基苯基，甲氧基苯基，萘基，二甲基苯基，p-二甲氨基苯基，p-二乙氨基苯基，9-苯并芘基或2-噻吩基，R3可以适当地是碳原子数为1-4的饱和烷基基团或苄基，苯基，甲苯基，b-甲氧基苯基或呋喃基。公式IV和V的适当酮包括1-乙酰基萘酮，苯乙酮，异戊酮，甲基-2-噻吩酮，p-二甲胺基苯乙酮，9-乙酰基苯并芘烯，3:5-二甲基-2-环己烯-1-酮，5-乙基-3-甲基-2-环己烯-1-酮，5-呋喃基3-甲基-2-环己烯-1-酮和3-甲基-5-苯基-2-环己烯-1-酮。在示例中，通过上述方法制备了以下化合物：（1）3-乙基-2-（2-α-萘基丙烯基）苯并噻唑碘化物；（2）3-乙基-2-（2-苯基丙烯基）苯并噻唑-p-甲苯磺酸盐；（3）3-乙基-2-（1:5:5-三甲基-3-环己烯基）甲基苯并噻唑碘化物；（4）3-乙基-2-（2-（2-噻吩基）丙烯基）苯并噻唑-p-甲苯磺酸盐；（5）1-乙基-2-（2-（2-噻吩基）丙烯基）萘[1:2]-噻唑碘化物；（6）3-乙基-2-（2-（p-二甲胺基苯基）丙烯基）苯并噻唑碘化物；（7）3-乙基-2-（2-（2:5-二甲基苯基）丙烯基）苯并噻唑碘化物；（8）3-乙基-2-（2-（9-苯并芘基）丙烯基）苯并噻唑碘化物；（9）1-乙基-2-（2-p-羟基苯基）丙烯基-萘[1:2]-噻唑碘化物；（10）1-甲基-2-（2-（1-萘基）丙烯基）萘[1:2]-噻唑碘化物；（11）5-氯-3-乙基-2-（1:5:5-三甲基-3-环己烯基）-甲基苯并噻唑-p-甲苯磺酸盐；（12）3-乙基-2-（1:5:5-三甲基-3-环己烯基）-甲基苯并噁唑碘化物；（13）3-乙基-2-（1:5:5-三甲基-3-环己烯基）甲基苯硒唑碘化物；（14）2-（1:5-二甲基-3-环己烯基）甲基-3-乙基-苯并噻唑碘化物；（15）1-乙基-2-（1:5:5-三甲基-3-环己烯基）甲基萘[1:2]-噻唑碘化物和（16）3-乙基-2-（1:5:5-三甲基环己烯基）甲基萘[2:1]-噻唑碘化物。规格344,409 [IV组]，637,039，669,174和774,779 [全部在IV组（c）]。
• Synthesis and Evaluation of Novel Rhodacyanine Dyes That Exhibit Antitumor Activity
  作者：Masayuki Kawakami、Keizo Koya、Toshinao Ukai、Noriaki Tatsuta、Akihiko Ikegawa、Keizo Ogawa、Tadao Shishido、Lan Bo Chen

  DOI：10.1021/jm9702692

  日期：1997.9.1

  synthesized and evaluated as novel antitumor agents. Rhodacyanine dye consists of two heteroaromatic rings such as thiazoles at both termini of the conjugate systems and 4-oxothiazolidine (rhodanine) in the middle of it. Compounds with such a unique double-conjugate structure were found to inhibit the growth of several tumor cell lines, such as colon carcinoma CX-1, and to exhibit relatively low toxicity against

  合成了若丹菁染料和几种类似的离域亲脂性阳离子（DLC），并将其评估为新型抗肿瘤剂。罗丹菁染料由两个杂芳族环组成，例如在共轭体系两个末端的噻唑和中间的4-氧噻唑烷（若丹宁）。发现具有这种独特双共轭结构的化合物可抑制几种肿瘤细胞系（例如结肠癌CX-1）的生长，并且对正常肾细胞系CV-1的毒性相对较低（例如，IC50（CX- 1）= 50 nM，IC50（CV-1）= 17.3 microM；对于化合物5）的选择性指数= 346。还发现这些化合物在荷瘤裸鼠模型中是有效的（例如，针对人黑素瘤LOX；化合物5的T / C（％）＝ 168）。罗丹菁的结构修饰，包括删除涉及花青素共轭体系的杂芳环，并用结构上相关的部分（例如4-氧代咪唑烷或4-氧代-1,3-二硫杂环戊烷）取代若丹宁，会导致选择性和/或活性损失。我们目前的结构活性研究表明，具有罗丹宁部分的双共轭体系对于罗丹菁染料的选择性活性至关重要，我们发
• Crown-containing styryl dyes
  作者：S. P. Gromov、O. A. Fedorova、M. V. Alfimov、S. I. Druzhinin、M. V. Rusalov、B. M. Uzhinov

  DOI：10.1007/bf00707228

  日期：1995.10

  Novel crown ether styryl dyes containing heterocyclic residues with various substituents were synthesized. The fluorescence and absorption spectra of thetrans-isomers of crown ether styryl dyes and their complexes with metal cations were studied. Based on spectral data, the influence of the nature of a heterocyclic residue, the crown ether fragment, and the temperature on the fluorescence of dyes and

  合成了含有各种取代基杂环残基的新型冠醚苯乙烯基染料。研究了冠醚苯乙烯基染料的反式异构体及其与金属阳离子的配合物的荧光和吸收光谱。基于光谱数据，阐明了杂环残基的性质、冠醚片段和温度对染料及其与金属阳离子的配合物的荧光的影响。
• Studies in fungitoxicity I.—Fungitoxicity of certain carbocyanines
  作者：M. Pianka、J. C. Hall

  DOI：10.1002/jsfa.2740080711

  日期：1957.7

  Thirty-five carbocyanines were examined for fungitoxicity and some were found to be active. This newly found biological property was limited to carbocyanines of a fairly low molecular weight, and was dependent on the heterocyclic base or bases from which the carbocyanine was derived. Alkyl substituents enhanced the fungitoxicity of the dyes irrespective of their position. Tests with some dyes showed

  检查了 35 种碳菁的真菌毒性，发现其中一些具有活性。这种新发现的生物学特性仅限于分子量相当低的碳菁，并且依赖于衍生碳菁的杂环碱基。无论它们的位置如何，烷基取代基都增强了染料的真菌毒性。一些染料的测试表明，这些染料渗透到孢子的原生质体中，不可逆转地染色它们。
• Near IR sensitive photoimageable/photopolymerizable compositions, media, and associated processes
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0889363A1

  公开（公告）日：1999-01-07

  Novel photopolymer compositions are disclosed which contain dyes that absorb strongly in the near infrared (near IR) region of the electromagnetic spectrum. These dyes are useful as photosensitizers for initiating a variety of photoimaging and photopolymerization reactions. Imaging Media are disclosed herein which are sensitive in the near infrared (near IR) region of the electromagnetic spectrum and which can initiate polymerization of ethylenically unsaturated monomer components in negative-acting photopolymer systems and/or which can initiate conversion of a leuco dye to its corresponding colored dye form. These imaging media comprise either a near IR dye photochemical sensitizer, a hexaarylbiimidazole (HABI) photoinitiator, a chain transfer agent, and a photopolymerizable material or a near IR dye photochemical sensitizer, a hexaarylbiimidazole (HABI) photoinitiator, and a leuco dye. These imaging media are useful in a variety of photopolymer products, including photoresists, proofing films, and holographic recording films.

  本文公开了新型光聚合物组合物，其中含有在电磁波谱的近红外（近红外）区域具有强吸收能力的染料。这些染料可用作光敏剂，用于引发各种光成像和光聚合反应。本文公开的成像介质在电磁波谱的近红外（近红外）区域敏感，可引发负作用光聚合物体系中乙烯不饱和单体成分的聚合反应，和/或引发白兰地染料向其相应的有色染料形式的转化。这些成像介质包括近红外染料光化学敏化剂、六芳基双咪唑（HABI）光引发剂、链转移剂和可光聚合材料，或者包括近红外染料光化学敏化剂、六芳基双咪唑（HABI）光引发剂和白兰地染料。这些成像介质适用于各种光聚合物产品，包括光刻胶、打样膜和全息记录膜。