2-氨基-5-N-丙基硫代-1,3,4-噻二唑 | 30062-49-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 2-氨基-5-N-丙基硫代-1,3,4-噻二唑
• 中文别名: 5-丙基硫基-1,3,4-噻二唑-2-胺；1,3,4-噻二唑-2-胺,5-(丙基硫代)-；5-丙基硫基-[1,3,4]噻二唑-2-基胺；[5-(丙基硫代)-1,3,4-噻二唑-2-基]胺；5-(丙基硫代)-1,3,4-噻二唑-2-胺；1,3,4-噻二唑,2-氨基-5-(丙基硫代)-
• 英文名称: 2-amino-5-n-propyl-mercapto-1,3,4-thiadiazole
• 英文别名: 5-(propylsulfanyl)-1,3,4-thiadiazol-2-amine；2-amino-5-propylmercapto-1,3,4-thiadiazole；5-(propylthio)-1,3,4-thiadiazol-2-amine；2-Amino-5-propylthio-1,3,4-thiadiazole；2-Amino-5-n-propylthio-1,3,4-thiadiazole；5-propylsulfanyl-[1,3,4]thiadiazol-2-ylamine；5-propylsulfanyl-1,3,4-thiadiazol-2-amine
• CAS: 30062-49-8
• 化学式: C₅H₉N₃S₂
• mdl: MFCD00173722
• 分子量: 175.279
• InChiKey: UWXTXBIBHSFVCG-UHFFFAOYSA-N

物化性质

• 熔点：
  117-119 °C(Solv: ethyl acetate (141-78-6))
• 沸点：
  330.0±25.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  105
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2934999090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5-(Propylsulfanyl)-1,3,4-thiadiazol-2-amine
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: 5-(Propylsulfanyl)-1,3,4-thiadiazol-2-amine
CAS number: 30062-49-8

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels, refrigerated.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C5H9N3S2
Molecular weight: 175.3

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides, sulfur oxides.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-氨基-5-N-丙基硫代-1,3,4-噻二唑 在 硫酸 、 水 、 sodium nitrite 、 sodium azide 作用下， 反应 1.08h， 以63%的产率得到2-azido-5-propylsulfanyl-1,3,4-thiadiazole
  参考文献：
  名称：

  1,2,3-三唑-4-羧酸及其衍生物的合成中，将2-Azido-1,3,4-噻二唑，2-Azido-1,3-噻唑和芳基叠氮化物

  摘要：

  2-氨基-1,3,4-噻二唑的重氮化反应得到1,3,4-噻二唑-2-重氮硫酸盐，将其转化为2-叠氮基1,3,4-噻二唑。后者在甲醇钠存在下于甲醇中与乙酰乙酸乙酯反应，生成1-（5-R 1 -1,3,4-噻二唑-2-基）-5-R 2 -1 H -1,2,3 -三唑-4-羧酸衍生物。2-叠氮基-5-甲基-1,3,4-噻二唑和2-叠氮基-1,3-噻唑与3-（1,3-苯并二恶酚-5-基）-3-氧代丙酸乙酯的反应导致温和条件下（K 2 CO 3，DMSO）形成1,2,3-三唑环。合成了各种1,2,3-三唑-4-羧酸衍生物。

  DOI：

  10.1134/s1070428018070205
• 作为产物：
  描述：

  1-碘代丙烷 、 2-氨基-5-巯基-1,3,4-噻二唑 在 potassium hydroxide 作用下， 以 水 、 异丙醇 为溶剂， 反应 5.0h， 以81%的产率得到2-氨基-5-N-丙基硫代-1,3,4-噻二唑
  参考文献：
  名称：

  EP3892622

  摘要：

  公开号：

文献信息

• Thiadiazoleamide derivative and anti-ulcer drug
  申请人：Shiseido Co., Ltd.

  公开号：US05912258A1

  公开（公告）日：1999-06-15

  A thiadiazoleamide derivative or a salt thereof expressed by the following Formula 1: ##STR1## wherein each of R.sub.1 and R.sub.2 represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a lower alkylamino group or an alkenyloxy group; wherein when either R.sub.1 or R.sub.2 is a hydrogen atom, the other is not a hydrogen atom; R.sub.3 represents a lower alkyl group, an aryl group, a pyridyl group or --N(R.sub.4)R.sub.5, wherein R.sub.4 and R.sub.5 represent lower alkyl groups or together represent a saturated heterocyclic ring having 4-8 members; wherein when R.sub.1 or R.sub.2 is a lower alkoxy group, R.sub.3 is --N(R.sub.4)R.sub.5 or a pyridyl group; and n represents an integer of 1-3. The derivatives have anti-ulcer effect to be available for preventing or curing ulcers in mammals.

  一种由以下化学式1表示的噻二唑酰胺衍生物或其盐：##STR1## 其中R.sub.1和R.sub.2中的每一个代表氢原子、较低的烷基基团、较低的烷氧基团、较低的烷基氨基团或烯氧基团；其中当R.sub.1或R.sub.2中的一个是氢原子时，另一个不是氢原子；R.sub.3代表较低的烷基基团、芳基、吡啶基或--N(R.sub.4)R.sub.5，其中R.sub.4和R.sub.5代表较低的烷基基团或一起代表具有4-8个成员的饱和杂环环；其中当R.sub.1或R.sub.2是较低的烷氧基团时，R.sub.3是--N(R.sub.4)R.sub.5或吡啶基；n代表1-3的整数。这些衍生物具有抗溃疡作用，可用于预防或治疗哺乳动物的溃疡。
• Synthesis and Antimicrobial Activity of 3H-l,2,4-Thiadiazolo Fused Heterocycles
  作者：John O. Gardner、Colin C. Beard

  DOI：10.1002/jps.2600680216

  日期：1979.2

  Various fused 3H-1,2,4-thiadiazoles were prepared. Significant in vitro Gram-positive antibacterial and antifungal activities were observed fro certain members of the series.

  制备了各种稠合的3H-1，2，4-噻二唑。在该系列的某些成员中观察到了显着的体外革兰氏阳性抗菌和抗真菌活性。
• Design, synthesis and anti-bacterial evaluation of novel 1,3,4-thiadiazole derivatives bearing a semicarbazone moiety
  作者：Jinlin Wan、Yiyuan Gan、Weinan Hu、Jiao Meng、Kun Tian、Xiaoqin Li、Shouqun Wu、Yang Xu、Guiping Ouyang、Zhenchao Wang

  DOI：10.1080/10426507.2018.1436546

  日期：2018.7.3

  GRAPHICAL ABSTRACT ABSTRACT Novel 1,3,4-thiadiazole derivatives bearing a semicarbazone moiety were prepared and evaluated for their anti-bacterial activities against Xanthomonas oryzae pv. oryzae (Xoo) and Xanthomonas axonopodis pv. citri (Xac) by performing a turbidimetre test. The products were structurally characterised by IR, 1H NMR, 13C NMR, 19F NMR and HRMS. Anti-bacterial testing showed that

  图形摘要 摘要 制备了带有缩氨基脲部分的新型 1,3,4-噻二唑衍生物，并评估了它们对米黄单胞菌 pv. 的抗菌活性。oryzae (Xoo) 和 Xanthomonas axonopodis pv。citri (Xac) 通过进行浊度计测试。通过IR、1H NMR、13C NMR、19F NMR和HRMS对产物进行结构表征。抗菌测试表明，大多数评估的化合物（6a-6s）在 200 µg/mL 的浓度下对 Xoo 表现出优异的活性（≥74.19%），50% 有效浓度（EC50）值范围为 12.21 至 67.20 µg /mL，优于商业抗菌剂双甲噻唑 (92.23 µg/mL)。其中，化合物2-((2-chloro-1H-indol-3-yl)methylene)-N-(5-((2-chlorobenzyl)thio)-1,3, 4-噻二唑-2-基)肼-1-甲酰胺 (6b) 对 Xac（200
• Synthesis and in vitro Evaluation of West Nile Virus Protease Inhibitors Based on the 1,3,4,5‐Tetrasubstituted 1 <i>H</i> ‐Pyrrol‐2(5 <i>H</i> )‐one Scaffold
  作者：Yaojun Gao、Sanjay Samanta、Taian Cui、Yulin Lam

  DOI：10.1002/cmdc.201300244

  日期：2013.9

  1H‐pyrrol‐2(5H)‐one scaffold was identified by screening a small library of nonpeptidic compounds. Optimization of this initial hit by the synthesis and screening of a focused library of compounds with this scaffold led to the identification of a novel uncompetitive inhibitor ((−)‐1a16, IC50=2.2±0.7 μM) of the WNV NS2B–NS3 protease. Molecular docking of the chiral compound onto the WNV protease indicates

  西尼罗河病毒（WNV）是黄病毒科的成员，是一种由蚊子传播的病原体，每年引起大量人类感染。目前尚无可用于人类的针对WNV的疫苗或抗病毒疗法。因此，迫切需要开发针对该病毒的新化学疗法。在这项研究中，通过筛选一个小的非肽类化合物文库，鉴定了具有1,3,4,5-四取代的1 H-吡咯-2（5 H）-one支架的WNV NS2B–NS3蛋白酶抑制剂。该初始命中通过合成的优化和化合物与本支架导致的新颖非竞争性抑制剂的鉴定（（聚焦文库的筛选- ） - 1a16，IC 50 = 2.2±0.7μ中号）的WNV NS2B–NS3蛋白酶。手性化合物与WNV蛋白酶的分子对接表明1a16的R 对映体干扰了NS2B辅因子和NS3蛋白酶结构域之间的生产性相互作用，因此是抑制WNV NS2B–NS3蛋白酶的优选异构体。
• Synthesis and in vitro biological evaluation of farnesylthiosalicylic acid derivatives as anti-tumor carcinoma agents
  作者：Yong Ling、You An Xiao、Guang Tong Chen、Dong Geng Wang、Yu Qin Li、Xin Yang Wang、Heng Zheng

  DOI：10.1016/j.cclet.2012.08.007

  日期：2012.10

  Abstract Novel farnesylthiosalicylic acid (FTA) derivatives 5a – m with different substituted 1,3,4-thiadiazoles were synthesized. Compounds 5b , 5c , 5e and 5f displayed anti-tumor activities superior to FTA in most cancer cells tested. Furthermore, 5e induced tumor cell apoptosis, which was accompanied by lower Bcl-2 expression, but with higher Bax and caspase 3 expression activities in cancer cells

  摘要合成了具有不同取代的1,3,4-噻二唑的新型法呢基硫代水杨酸（FTA）衍生物5a-m。在大多数测试的癌细胞中，化合物5b，5c，5e和5f显示出优于FTA的抗肿瘤活性。此外，5e诱导肿瘤细胞凋亡，伴随着较低的Bcl-2表达，但在癌细胞中具有较高的Bax和caspase 3表达活性。