2-巯甲基吡嗪 | 59021-02-2

• 物质功能分类: 香精与香料 - 合成香料 - 吡嗪类香料
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 2-巯甲基吡嗪
• 中文别名: 巯甲基吡嗪
• 英文名称: 2-(mercaptomethyl)pyrazine
• 英文别名: 2-mercaptomethylpyrazine；pyrazin-2-ylmethanethiol；2-pyrazinemethanethiol；pyrazin-2-yl-methanethiol
• CAS: 59021-02-2
• 化学式: C₅H₆N₂S
• mdl: MFCD00055027
• 分子量: 126.182
• InChiKey: VQFGDOHENLRPFB-UHFFFAOYSA-N

物化性质

• 沸点：
  224.8±25.0 °C(Predicted)
• 密度：
  1.187±0.06 g/cm3(Predicted)
• LogP：
  0.24
• 物理描述：
  colourless to yellow liquid with a roasted, meat-like odour
• 溶解度：
  soluble in water, organic solvents, oils
• 折光率：
  1.548-1.560
• 稳定性/保质期：
  具有独特的烘烤风味和特别的肉香。

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  26.8
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 储存条件：
  贮运及保管铝听包装时，可按照常规方式进行处理。

制备方法与用途

毒性：GRAS（FEMA）。

使用限量：

• 焙烤制品、肉制品、汤品、调味品：10 mg/kg (FEMA)。

生产方法： 用甲基吡嗪在过氧化苯甲酰存在下与N-氯化琥珀酰亚胺作用生成2-氯亚甲基吡嗪，再与硫氢化钾反应得到产物。

反应信息

• 作为反应物：
  描述：

  2-巯甲基吡嗪 在 盐酸 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 甲酸 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.75h， 生成 7β-amino-3-[(pyrazin-2-yl)methylthio]-3-cephem-4-carboxylic acid dihydrochloride
  参考文献：
  名称：

  Orally active cephalosporins. Part 3: synthesis, structure–activity relationships and oral absorption of novel C-3 heteroarylmethylthio cephalosporins

  摘要：

  A series of 7 beta-[(Z)-2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetamido]-3-(heteroarylmethylthio)cephalosporins was designed, synthesized and evaluated for antibacterial activity and oral absorption in rats. Antibacterial activity was markedly influenced by the structure of the heteroaromatic ring moiety. Oral absorption was influenced by the heteroaromatic ring moiety as well as by the arrangement of heteroatoms. Among these compounds, FK041 (2o). having a 4-pyrazolylmethylthio moiety, showed potent antibacterial activity against both Gram-positive and Gram-negative bacteria including Haemophilus influenzae. Further, it showed higher oral absorption than CFDN. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00266-2
• 作为产物：
  描述：

  2-甲基吡嗪 在 sodium hydroxide 、 N-氯代丁二酰亚胺 、 过氧化氢苯甲酰 、 硫脲 作用下， 以 甲醇 、 四氯化碳 、 水 为溶剂， 反应 23.0h， 生成 2-巯甲基吡嗪
  参考文献：
  名称：

  Barnes; Fatome; Esslemont, European Journal of Medicinal Chemistry, 1983, vol. 18, # 6, p. 515 - 519

  摘要：

  DOI：

文献信息

• [EN] COMPOUNDS AND COMPOSITIONS FOR TREATING CONDITIONS ASSOCIATED WITH APJ RECEPTOR ACTIVITY<br/>[FR] COMPOSÉS ET COMPOSITIONS DESTINÉS AU TRAITEMENT D'ÉTATS PATHOLOGIQUES ASSOCIÉS À UNE ACTIVITÉ DU RÉCEPTEUR DE L'APJ
  申请人：ANNAPURNA BIO INC

  公开号：WO2019169193A1

  公开（公告）日：2019-09-06

  This disclosure features chemical entities (e.g., a compound or a pharmaceutically acceptable salt and/or hydrate and/or prodrug of the compound) that modulate (e.g., agonize) the apelin receptor (also referred to herein as the APJ receptor; gene symbol "APLNR"). This disclosure also features compositions containing the same as well as other methods of using and making the same. The chemical entities are useful, e.g., for treating a subject (e.g., a human) having a disease, disorder, or condition in which a decrease in APJ receptor activity (e.g., repressed or impaired APJ receptor signaling; e.g., repressed or impaired apelin-APJ receptor signaling) or downregulation of endogenous apelin contributes to the pathology and/or symptoms and/or progression of the disease, disorder, or condition. Non-limiting examples of such diseases, disorders, or conditions include: (i) cardiovascular disease; (ii) metabolic disorders; (iii) diseases, disorders, and conditions associated with vascular pathology; and (iv) organ failure; (v) diseases, disorders, and conditions associated with infections (e.g., microbial infections); and (vi) diseases, disorders, or conditions that are sequela or comorbid with any of the foregoing or any disclosed herein. More particular non-limiting examples of such diseases, disorders, or conditions include pulmonary hypertension (e.g., PAH); heart failure; type II diabetes; renal failure; sepsis; and systemic hypertension.

  本公开涉及化学实体（例如，化合物或药学上可接受的盐和/或水合物和/或化合物的前药），其调节（例如，激活）apelin受体（在此处也称为APJ受体；基因符号“APLNR”）。本公开还涉及含有相同化学实体的组合物，以及使用和制备相同的其他方法。这些化学实体可用于治疗患有减少APJ受体活性（例如，抑制或受损的APJ受体信号传导；例如，抑制或受损的apelin-APJ受体信号传导）或内源性apelin下调导致疾病、障碍或病症的主体（例如，人类）。此类疾病、障碍或病症的非限定示例包括：（i）心血管疾病；（ii）代谢紊乱；（iii）与血管病变相关的疾病、障碍和病症；（iv）器官功能衰竭；（v）与感染（例如，微生物感染）相关的疾病、障碍和病症；以及（vi）与前述任何疾病、障碍或病症或在此处公开的任何疾病、障碍或病症并发或合并的疾病、障碍或病症。此类疾病、障碍或病症的更为具体的非限定示例包括肺动脉高压（例如，PAH）；心力衰竭；2型糖尿病；肾功能衰竭；败血症；和全身性高血压。
• Substituted organosulfur compounds and methods of using thereof
  申请人：Xu Xiao

  公开号：US20050261321A1

  公开（公告）日：2005-11-24

  The present invention provides substituted di-, tri-, tetra- and penta-sulfide compounds and compositions, and methods of using the same for the treatment and/or prevention of a cell proliferative disorder. The present invention also provides methods for preparing trisulfide compounds and compositions.

  本发明提供了取代二硫化物、三硫化物、四硫化物和五硫化物化合物及其组合物，以及利用它们用于治疗和/或预防细胞增殖性疾病的方法。本发明还提供了制备三硫化物化合物和组合物的方法。
• WO2020073011A5
  申请人：——

  公开号：WO2020073011A5

  公开（公告）日：2022-10-12
• Synthesis and antisecretory and antiulcer activities of derivatives and analogs of 2-(2-pyridyl)tetrahydrothiophene-2-carbothioamide
  作者：Jean-Claude Aloup、Jean Bouchaudon、Daniel Farge、Claude James、Jean Deregnaucourt、Monique Hardy-Houis

  DOI：10.1021/jm00384a004

  日期：1987.1

  New thioamide derivatives of 2-(2-pyridyl)tetrahydrothiophene-2-carbothioamide (29) and related compounds (in which the tetrahydrothiophene ring was replaced by tetrahydrothiopyran, tetrahydrofuran, 1,3-dithiane, or 1,3-oxathiane and where the pyridine ring was replaced by other nitrogen heterocycles) were synthesized and tested for their antisecretory and antiulcer activities. These thioamides were prepared according to one of the following methods: reaction of an isothiocyanate with the carbanion of the corresponding cyclic precursor (for secondary thioamides); reaction of ammonia or an amine with the dithio ester prepared from the same precursor (for primary, secondary, and tertiary thioamides). These thioamides were evaluated by the Shay method to measure their antisecretory activity and by the stress-induced-ulcer method to test their antiulcer activity. Structure-activity relationships are discussed. N-Methyl-2-(2-pyridyl)tetrahydrothiophene-2-carbothioamide (R.P. 40749, 30) exhibited activities that were at least 10 times higher than those reported for cimetidine.
• Barnes; Fatome; Esslemont, European Journal of Medicinal Chemistry, 1983, vol. 18, # 6, p. 515 - 519
  作者：Barnes、Fatome、Esslemont、Jones

  DOI：——

  日期：——