2-氨基硫代苯甲酰胺 | 2454-39-9

• 物质功能分类: 有机原料 - 氨基化合物 - 酰胺类化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-氨基硫代苯甲酰胺
• 中文别名: 邻氨基硫代苯甲酰胺；邻氨基苯硫酰胺
• 英文名称: 2-aminobenzothioamide
• 英文别名: 2-aminothiobenzamide；2-Amino-thiobenzamid；Thioanthranilamid；o-Amino-thiobenzamid；2-Aminobenzenecarbothioamide
• CAS: 2454-39-9
• 化学式: C₇H₈N₂S
• mdl: MFCD00963496
• 分子量: 152.22
• InChiKey: HPZKAJRFABCGFF-UHFFFAOYSA-N

物化性质

• 熔点：
  120 °C
• 沸点：
  318.8±44.0 °C(Predicted)
• 密度：
  1.286±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  84.1
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2930909090
• 危险性防范说明：
  P261,P264,P270,P271,P280,P302+P352,P304+P340,P305+P351+P338,P312,P330,P362,P403+P233,P501
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  室温下保存，避光且需干燥密封。

SDS

Name:	2-Aminothiobenzamide 98% Material Safety Data Sheet
Synonym:
CAS:	2454-39-9

Section 1 - Chemical Product MSDS Name:2-Aminothiobenzamide 98% Material Safety Data Sheet
Synonym:

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
2454-39-9	2-Aminothiobenzamide	98%	unlisted

Hazard Symbols: XN
Risk Phrases: 20/21/22 36/37/38

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Harmful if inhaled. Causes respiratory tract irritation.
Chronic:
Not available.

---

Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
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.
Notes to Physician:
Treat symptomatically and supportively.

---

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.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

---

Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.

---

Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Keep refrigerated. (Store below 4C/39F.) Store in a tightly closed container. Store in a dry area.

---

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 2454-39-9: Personal Protective Equipment Eyes: Not available.
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.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
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: C7H8N2S
Molecular Weight: 152.22

---

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, oxides of sulfur, carbon dioxide.
Hazardous Polymerization: Not available.

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 2454-39-9 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2-Aminothiobenzamide - Not listed by ACGIH, IARC, or NTP.

---

Section 12 - ECOLOGICAL INFORMATION

---

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

---

Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.*
Hazard Class: 6.1
UN Number: 2811
Packing Group: III
IMO
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing Group: III
RID/ADR
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing group: III

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
WGK (Water Danger/Protection)
CAS# 2454-39-9: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 2454-39-9 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 2454-39-9 is not listed on the TSCA inventory.
It is for research and development use only.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-氨基硫代苯甲酰胺 在 tetraphosphorus decasulfide 、 W-10 Raney-Ni 作用下， 以 乙醇 为溶剂， 反应 2.5h， 生成 2-氨基苯甲酰胺
  参考文献：
  名称：

  Acheson, R. Morrin; Lines, Claire T.; Bryce, Martin R., Journal of the Chemical Society. Perkin transactions II, 1985, p. 1913 - 1918

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氨基苯甲腈 在 sodium hydrogen sulfide monohydrate 、 magnesium chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 以88%的产率得到2-氨基硫代苯甲酰胺
  参考文献：
  名称：

  Catalyst-free synthesis of 2-aryl-1,2-dihydro-quinazolin-4(1H)-thiones from 2-aminobenzothio-amides and aldehydes in water

  摘要：

  一种方便且简单的方法已经开发出来，用于从2-氨基苯并噻酰胺和醛合成二氢喹唑啉硫酮。这些反应在水相中进行，无需任何添加剂。

  DOI：

  10.1039/c4ob02207f

文献信息

• [EN] AMIDE DERIVATIVES AS SIRTUIN MODULATORS<br/>[FR] DÉRIVÉS D'AMIDE COMME MODULATEURS DE SIRTUINES
  申请人：SIRTRIS PHARMACEUTICALS INC

  公开号：WO2009058348A1

  公开（公告）日：2009-05-07

  Provided herein are novel sirtuin-modulating compounds represented by Structural Formula (I) and methods of use thereof. The sirtuin-modulating compounds may be used for increasing the lifespan of a cell, and treating and/or preventing a wide variety of diseases and disorders including, for example, diseases or disorders related to aging or stress, diabetes, obesity, neurodegenerative diseases, cardiovascular disease, blood clotting disorders, inflammation, cancer, and/or flushing as well as diseases or disorders that would benfit from increased mitochondrial activity. Also provided are compositions comprising a sirtuin- modulating compound in combination with another therapeutic agent.

  提供的是由结构公式（I）表示的新的sirtuin调节化合物及其用途。sirtuin调节化合物可用于延长细胞寿命，以及治疗和/或预防多种疾病和紊乱，例如与衰老或压力、糖尿病、肥胖、神经退行性疾病、心血管疾病、凝血障碍、炎症、癌症和/或潮红相关的疾病或紊乱，以及将从增加线粒体活性中受益的疾病或紊乱。还提供了包含sirtuin调节化合物与另一种治疗剂的组合的药物组合物。
• One-Pot Synthesis of 5-Hydroxy-4<i>H</i>-1,3-thiazin-4-ones: Structure Revision, Synthesis, and NMR Shift Dependence of Thiasporine A
  作者：Tobias Seitz、Peng Fu、Franz-Lucas Haut、Lutz Adam、Marija Habicht、Dieter Lentz、John B. MacMillan、Mathias Christmann

  DOI：10.1021/acs.orglett.6b01166

  日期：2016.7.1

  arylthioamides with 3-bromopyruvic acid chloride to 5-hydroxy-4H-1,3-thiazin-4-ones has been developed. The initial condensation affords two regioisomeric thiazolinone intermediates in a temperature-dependent manner. The synthesis of the 2-aminophenylthiazinone derivative led to the revision of the previously proposed structure of thiasporine A. Synthesis of the revised structure and NMR analysis revealed that

  已经开发了将芳基硫酰胺与3-溴丙酮酸酰氯环环化成5-羟基-4 H -1,3-噻嗪-4-酮。初始缩合以温度依赖性方式提供两种区域异构的噻唑啉酮中间体。2-氨基苯基噻嗪酮衍生物的合成导致了先前提出的噻菌素A的结构的修饰。修饰的结构的合成和NMR分析表明，噻菌素A已被分离为羧酸盐。
• Reactions of 2-aminothiobenzamide with isocyanates: A new synthesis of 2, 3-dihydroimidazo[1, 2-<i>c</i>]quinazolin-5(6<i>H</i>)-one and 3, 4-Dihydro-2<i>H</i>-pyrimido[1, 2-<i>c</i>]quinazolin-6(7<i>H</i>)-one
  作者：Chia-Yang Shiau、Ji-Wang Chern、Jung-Hsiung Tien、Kang-Chien Liu

  DOI：10.1002/jhet.5570260314

  日期：1989.5

  2-chloroethyl and 3-chloropropyl isocyanates respectively. Subsequent treatment of compound 5a and 5b either with alkali or mineral acid led to the formation of 2, 3-dihydro-imidazo[1, 2-c]quinazolin-5(6H)-one 7a and 3, 4-Dihydro-2H-pyrimido[1, 2-c]quinazolin-6(7H)-one 7b.

  通过分别用2-氯乙基和3-氯丙基异氰酸酯处理2-氨基硫代苯甲酰胺以高收率制备2-（2-氯乙基脲基）-和2-（3-氯丙基脲基）硫代苯甲酰胺5a，b。随后用碱或无机酸处理化合物5a和5b导致形成2，3-二氢-咪唑并[1，2 - c ]喹唑啉-5（6 H）-one 7a和3，4-Dihydro-2 H-嘧啶基[1，2 - c ]喹唑啉-6（7 H）-one 7b。
• Rapid, Hydrolytically Stable Modification of Aldehyde-Terminated Proteins and Phage Libraries
  作者：Pavel I. Kitov、Daniel F. Vinals、Simon Ng、Katrina F. Tjhung、Ratmir Derda

  DOI：10.1021/ja5023909

  日期：2014.6.11

  substituents in the aromatic ring that increase the basicity of the aromatic amine. The rate of up to 40 M(-1) s(-1) between an electron-rich aldehyde and 5-methoxy-ABAO (PMA), which was observed at pH 4.5, places this reaction among the fastest known bio-orthogonal reactions. Reaction between M13 phage-displayed library of peptides terminated with an aldehyde moiety and 1 mM biotin-ABAO derivative reaches completion

  我们描述了 2-氨基苯甲胺肟 (ABAO) 衍生物与水中醛的快速反应。ABAO 结合了苯胺部分，用于基于亚胺的醛活化，以及与胺邻位的亲核基团 (Nu:) 用于分子内闭环。ABAO 和醛之间的反应在动力学上类似于在化学计量苯胺催化下进行的肟形成。我们通过 NMR 和 UV 光谱对反应进行了表征，并确定该过程的速率决定步骤是形成席夫碱，然后是快速分子内闭环。表观速率常数和 pH 值之间的关系表明质子化苯甲胺肟在席夫碱形成中充当内部一般酸。芳环中的取代基会增加芳胺的碱性，从而加速反应。在 pH 4.5 下观察到的富电子醛和 5-甲氧基-ABAO (PMA) 之间高达 40 M(-1) s(-1) 的速率使该反应成为已知最快的生物正交反应之一. M13 噬菌体展示的以醛基部分终止的肽库与 1 mM 生物素-ABAO 衍生物之间的反应在 pH 4.5 下在 1 小时内完成。最后，反应产物二氢喹唑啉衍生物在
• Recyclization of 2-iminocoumarin-3-carbonitriles with 2-aminothiobenzamide: a new synthetic route to substituted 2-(2-iminocoumarin-3-yl)quinazoline-4(3<i>H</i>)-thiones
  作者：Pavlo E. Shynkarenko、Sergiy V. Vlasov、Sergiy M. Kovalenko、Valentin P. Chernykh

  DOI：10.1080/17415993.2010.509506

  日期：2010.10.1

  The reaction of 2-aminothiobenzamide with either 2-iminocoumarin-3-carbonitrile or 2-iminocoumarin-3-thiocarboxamides has been studied. It has been established that in both cases, 2-(2-iminocoumarin-3-yl)quinazoline-4(3H)-thiones are formed as the result of a two-step procedure. The reactions of 2-(2-iminocoumarin-3-yl)quinazoline-4(3H)-thiones with arylamines and alkylating agents have been studied

  已经研究了 2-aminothiobenzamide 与 2-iminocoumarin-3-carbonitrile 或 2-iminocoumarin-3-thiocarboxamides 的反应。已经确定，在这两种情况下，2-(2-iminocoumarin-3-yl)quinazoline-4(3H)-thiones 都是通过两步程序形成的。已经研究了 2-(2-iminocoumarin-3-yl)quinazoline-4(3H)-thiones 与芳胺和烷化剂的反应。