2-硝基噻吩-4-腈 | 42137-23-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 中文名称: 2-硝基噻吩-4-腈
• 中文别名: 2-硝基噻吩-4-甲腈
• 英文名称: 3-cyano-5-nitrothiophene
• 英文别名: 5-nitro-thiophene-3-carbonitrile；2-Nitrothiophene-4-carbonitrile；5-nitrothiophene-3-carbonitrile
• CAS: 42137-23-5
• 化学式: C₅H₂N₂O₂S
• 分子量: 154.149
• InChiKey: NACMZLGGHMPMKQ-UHFFFAOYSA-N

物化性质

• 熔点：
  121-123°C
• 沸点：
  276.1±25.0 °C(Predicted)
• 密度：
  1.50±0.1 g/cm3(Predicted)
• 稳定性/保质期：
  常规情况下不会分解，没有危险反应。

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  97.8
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险等级：
  6.1
• 危险品标志：
  Xn
• 安全说明：
  S22,S36/37
• 危险类别码：
  R20/21/22
• 海关编码：
  2934999090
• 包装等级：
  III
• 危险类别：
  6.1
• 危险品运输编号：
  UN 3276
• 储存条件：
  密封、阴凉、干燥保存。

SDS

Name:	5-Nitrothiophene-3-carbonitrile 97% Material Safety Data Sheet
Synonym:
CAS:	42137-23-5

Section 1 - Chemical Product MSDS Name:5-Nitrothiophene-3-carbonitrile 97% Material Safety Data Sheet
Synonym:

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
42137-23-5	5-Nitrothiophene-3-carbonitrile	97%	unlisted

Hazard Symbols: XN
Risk Phrases: 20/21/22

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Harmful if inhaled. May cause 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:

---

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:
Store in a cool, dry place. Store in a tightly closed container.

---

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 42137-23-5: 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: yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 121 - 123 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: C5H2N2O2S
Molecular Weight: 154

---

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

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 42137-23-5 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
5-Nitrothiophene-3-carbonitrile - 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: NITRILES, SOLID, TOXIC, N.O.S.*
Hazard Class: 6.1
UN Number: 3276
Packing Group: III
IMO
Shipping Name: NITRILES, TOXIC, N.O.S.
Hazard Class: 6.1
UN Number: 3276
Packing Group: III
RID/ADR
Shipping Name: NITRILES, TOXIC, N.O.S.
Hazard Class: 6.1
UN Number: 3276
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.
Safety Phrases:
S 36/37 Wear suitable protective clothing and
gloves.
WGK (Water Danger/Protection)
CAS# 42137-23-5: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 42137-23-5 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 42137-23-5 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-硝基噻吩-4-腈 在 硫酸 作用下， 以 溶剂黄146 为溶剂， 生成 5-硝基噻吩-3-羧酸
  参考文献：
  名称：

  Synthesis of highly potent and selective hetaryl ureas as integrin αVβ3-Receptor antagonists

  摘要：

  Solid-phase synthesis and SAR of integrin alpha(v)beta(3)-receptor antagonists containing a urea moiety as non-basic guanidine mimetic are described. The most potent compounds exhibited IC50 values towards alpha(v)beta(3) in the nanomolar range and high selectivity versus related integrins like alpha(11b)beta(3). For selected examples efficacy in functional cellular assays is demonstrated. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00161-0

文献信息

• The ambident electrophilic behavior of 5-nitro-3-X-thiophenes in σ-complexation processes
  作者：Wahiba Gabsi、Khalid Essalah、Régis Goumont、Bahoueddine Tangour、Taoufik Boubaker

  DOI：10.1002/kin.21190

  日期：2018.9

  terms of Brønsted relationships reveals that the reaction mechanism likely involves a single‐electron transfer (SET) process. The excellent correlations upon plotting the rate constants versus the oxidation potentials Eo values is an additional evidence that reactions between thiophenes and phenoxide anions are proceeding through an initial electron transfer. It is of particular interest to note that the

  在20°C的水溶液中研究了3,5-二硝基噻吩1和3-氰基-5-硝基噻吩2与一系列对位取代的酚盐阴离子3a–c的反应动力学。已确定两个噻吩的两个未取代的亲电子中心（C（2）和C（4））。Fukui函数正确地将C（2）和C（4）原子预测为这些电子不足的噻吩1和2的最亲电子中心。根据布朗斯台德关系对实验数据进行分析表明，反应机理可能涉及单电子转移（SET）过程。绘制速率常数与氧化电位E o时的极好的相关性值是噻吩和酚盐阴离子之间的反应正在通过初始电子转移进行的另一个证据。特别值得注意的是，本文研究的系统提供了σ络合反应中SET机理的罕见例子。根据自由能关系日志ķ =小号（Ñ + ë）（Angew化学杂志，诠释。编英格兰，1994，33，938-957），亲电性参数È已经确定了噻吩的C-4和C-2位置，并将其与其他环境亲电试剂的反应性进行了比较。另一方面，这些噻吩与氢氧根离子反应的二阶速率常数已在
• Discovery of a Novel, Selective, and Orally Bioavailable Class of Thrombin Inhibitors Incorporating Aminopyridyl Moieties at the P1 Position
  作者：Dong-Mei Feng、Stephen J. Gardell、S. Dale Lewis、Mark G. Bock、Zhongguo Chen、Roger M. Freidinger、Adel M. Naylor-Olsen、Harri G. Ramjit、Richard Woltmann、Elizabeth P. Baskin、Joseph J. Lynch、Robert Lucas、Jules A. Shafer、Kimberley B. Dancheck、I-Wu Chen、Shi-Shan Mao、Julie A. Krueger、Timothy R. Hare、Anne M. Mulichak、Joseph P. Vacca

  DOI：10.1021/jm970493r

  日期：1997.11.1

  A novel class of thrombin inhibitors incorporating aminopyridyl moieties at the P1 position has been discovered. Four of these thrombin inhibitors (13b,c,e and 14d) showed nanomolar potency (K-i 0.8-12 nM), 300-1500-fold selectivity for thrombin compared with trypsin, and good oral bioavailability (F = 40-76%) in rats or dogs. The neutral Fl was expected to increase metabolic stability and oral absorption. Identification of this novel aminopyridyl group at Fl was a key step in our search for a clinical candidate.
• Yoshiizumi, Kazuya; Ikeda, Shoji; Nishimura, Noriyasu, Chemical and Pharmaceutical Bulletin, 1997, vol. 45, # 12, p. 2005 - 2010
  作者：Yoshiizumi, Kazuya、Ikeda, Shoji、Nishimura, Noriyasu、Yoshino, Kohichiro

  DOI：——

  日期：——
• Dell'Erba, Carlo; Sancassan, Fernando; Novi, Marino, Journal of the Chemical Society. Perkin transactions II, 1991, # 10, p. 1631 - 1636
  作者：Dell'Erba, Carlo、Sancassan, Fernando、Novi, Marino、Spinelli, Domenico、Consiglio, Giovanni

  DOI：——

  日期：——
• Synthesis of highly potent and selective hetaryl ureas as integrin αVβ3-Receptor antagonists
  作者：Udo E.W. Lange、Gisela Backfisch、Jürgen Delzer、Hervé Geneste、Claudia Graef、Wilfried Hornberger、Andreas Kling、Arnulf Lauterbach、Thomas Subkowski、Christian Zechel

  DOI：10.1016/s0960-894x(02)00161-0

  日期：2002.5

  Solid-phase synthesis and SAR of integrin alpha(v)beta(3)-receptor antagonists containing a urea moiety as non-basic guanidine mimetic are described. The most potent compounds exhibited IC50 values towards alpha(v)beta(3) in the nanomolar range and high selectivity versus related integrins like alpha(11b)beta(3). For selected examples efficacy in functional cellular assays is demonstrated. (C) 2002 Elsevier Science Ltd. All rights reserved.

表征谱图