4-甲基吡啶-2-磺酰酸 | 18616-04-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 中文名称: 4-甲基吡啶-2-磺酰酸
• 中文别名: 4-甲基-2-吡啶磺酸
• 英文名称: 4-methylpyridine-2-sulfonic acid
• 英文别名: 4m-pySO3H
• CAS: 18616-04-1
• 化学式: C₆H₇NO₃S
• mdl: MFCD04114157
• 分子量: 173.192
• InChiKey: CPONZDBBPJRDSU-UHFFFAOYSA-N

物化性质

• 密度：
  1.422

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  75.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  4-甲基吡啶-2-磺酰酸 在 fluorine 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 8.0h， 生成 N-(cis-3'-fluoro-2',3',4',5'-tetrahydro-2'-furanyl)-4-methylpyridinium-2-sulfonate
  参考文献：
  名称：

  Highly Selective Fluorinating Agents: a Counteranion-Bound N-Fluoropyridinium Salt System

  摘要：

  A series of alkyl- or (trifluoromethyl)-substituted N-fluoropyridinium-2-sulfonates 2a-h, differing in fluorinating power, were synthesized, and assessment was made of the effectiveness of each selective fluorinating agent. N-Fluoropyridinium-3- and -4-sulfonates 3 and 4 were also synthesized. Power-variables 2a-h were found to be highly selective fluorinating agents for a wide range of nucleophilic substrates such as activated aromatics, enol trialkylsilyl and alkyl ethers, active methylene compounds, activated olefins, and sulfides. Thus, phenol, naphthol, phenylurethane, and the trimethylsilyl ether of phenol were exclusively or highly selectively fluorinated at the o-position with 2f-h. Conjugated enol trialkylsilyl ethers of a steroid were regioselectively fluorinated at the 6-position with moderately powerful 2b-e. This regioselectivity increased with the bulkiness of the silyl part, and with the most bulky triisopropylsilyl group exclusive B-fluorination was achieved. Preferential beta-stereoselective fluorination at the 6-position was observed. N-Fluoropyridinium-2-sulfonates were activated with an acid. This acid-catalyzed fluorination led to the preferential p-fluorination of anisole. The present results can be explained based on the capacity of the 2-sulfonate anion to interact with the hydroxy group of phenol or naphthol, NH group of phenylurethane, silicon atoms of silyl ethers, or protons of acids.

  DOI：

  10.1021/jo00125a049
• 作为产物：
  描述：

  2-疏基-4-甲基吡啶 在 双氧水 作用下， 以 溶剂黄146 为溶剂， 以55%的产率得到4-甲基吡啶-2-磺酰酸
  参考文献：
  名称：

  吡啶-2-磺酸盐作为合成新型配位和氢键超分子的多功能配体

  摘要：

  3-甲基吡啶-2-磺酸(3mpSO3H)与Cu II和4-甲基吡啶-2-磺酸(4mpSO3H)与Zn II在水中反应形成一维无限配位聚合物[Cu(3-mpSO3)2 ]n (1) 和 [Zn(4mpSO3)2]n (2)。同样，化学计量的二维氢键超分子，[ML2(H2O)2][L = 3methylpyridine-2-sulfonate (3-mpSO3), M = Mn (3), Fe (4), Co (5),锌 (6); L = 5-甲基吡啶-2-磺酸盐 (5-mpSO3)，M = Zn (7)；L = 吡啶-2-磺酸盐 (PySO3)，M = Zn (8)；L = 4-mpSO3 ,M=C o (9)], [Ni(3-mpSO3)2(H2O)2]·H2 O(10) 和一维氢键网络 [VO(acac)(3) -mpSO3)(H2O)] (11)（acac = 乙酰丙酮化物）已制备。配体在

  DOI：

  10.1002/ejic.200300251

文献信息

• Structure–Activity Relationship of Insulinomimetic Activity of Zinc(II) Complexes with Pyridine-2-sulfonic Acid Derivatives
  作者：Yutaka Yoshikawa、Mika Morishita、Midori Nishide、Eriko U. Yoshikawa、Isamu Kinoshita、Keiji Okada、Naemi M. Kajiwara、Hiromu Sakurai、Yoshitane Kojima

  DOI：10.1246/bcsj.80.530

  日期：2007.3.15

  We prepared zinc(II) complexes with a series of monomethyl-substituted pyridine-2-sulfonic acid derivatives to clarify the relationship between the structure and insulinomimetic activity. Towards in vitro insulinomimetic activity, bis(3-methylpyridine-2-sulfonato)zinc(II) gave the best result among the zinc(II) complexes with methylpyridine-2-sulfonates.

  我们用一系列单甲基取代的吡啶-2-磺酸衍生物制备了锌 (II) 配合物，以阐明结构与模拟胰岛素活性之间的关系。在体外模拟胰岛素活性方面，双（3-甲基吡啶-2-磺酸根）锌（II）在锌（II）与甲基吡啶-2-磺酸盐的配合物中取得了最好的结果。
• Certain substituted N-fluoropyridiniumsulfonates
  申请人：Daikin Industries, Ltd.

  公开号：US05374732A1

  公开（公告）日：1994-12-20

  A substituted N-fluoropyridiniumsulfonate of the formula: ##STR1## in which R.sup.1 is a hydrogen atom, a halogen atom or a C.sub.1 -C.sub.4 alkyl or haloalkyl group, and R.sup.2 is a C.sub.1 -C.sub.4 alkyl or haloalkyl group, which is an effective fluorinating agent.

  一种被取代的N-氟吡啶磺酸盐，其化学式为：##STR1## 其中R.sup.1是氢原子、卤素原子或C.sub.1-C.sub.4烷基或卤代烷基，而R.sup.2是C.sub.1-C.sub.4烷基或卤代烷基，它是一种有效的氟化试剂。
• COMPOUNDS AND METHODS FOR KINASE MODULATION, AND INDICATIONS THEREFOR
  申请人：Plexxikon Inc.

  公开号：US20140288070A1

  公开（公告）日：2014-09-25

  Compounds and salts thereof, formulations thereof, conjugates thereof, derivatives thereof, forms thereof and uses thereof are described. In certain aspects and embodiments, the described compounds or salts thereof, formulations thereof, conjugates thereof, derivatives thereof, forms thereof are active on at least one Raf protein kinase. In certain aspects and embodiments, the described compounds are active in inhibiting proliferation of a Ras mutant cell line. Also described are methods of use thereof to treat diseases and conditions, including diseases and conditions associated with activity of B-Raf V600E mutant protein kinase, including melanoma, glioma, glioblastoma multiforme, pilocytic astrocytoma, colorectal cancer, thyroid cancer, lung cancer, ovarian cancer, prostate cancer, liver cancer, gallbladder cancer, gastrointestinal stromal tumors, biliary tract cancer, and cholangiocarcinoma. Also described are methods of use thereof to treat diseases and conditions, including diseases and conditions associated with activity of c-Raf-1 protein kinase, including acute pain, chronic pain or polycystic kidney disease.

  本文描述了化合物及其盐、制剂、共轭物、衍生物、形式和用途。在某些方面和实施例中，所述的化合物或其盐、制剂、共轭物、衍生物、形式至少对一种Raf蛋白激酶具有活性。在某些方面和实施例中，所述的化合物具有抑制Ras突变细胞系增殖的活性。还描述了使用它们治疗疾病和病症的方法，包括与B-Raf V600E突变蛋白激酶活性相关的疾病和病症，包括黑色素瘤、胶质瘤、多形性胶质母细胞瘤、毛细胞星形细胞瘤、结直肠癌、甲状腺癌、肺癌、卵巢癌、前列腺癌、肝癌、胆囊癌、胃肠道间质瘤、胆道癌和胆管癌。还描述了使用它们治疗与c-Raf-1蛋白激酶活性相关的疾病和病症的方法，包括急性疼痛、慢性疼痛或多囊肾病。
• Novel substituted N-Fluoropyridiniumsulfonate, intermediates therefor and preparation processes thereof
  申请人：DAIKIN INDUSTRIES, LTD.

  公开号：EP0526849A1

  公开（公告）日：1993-02-10

  A substituted N-fluoropyridiniumsulfonate of the formula: in which R1 is a hydrogen atom, a halogen atom or a C1-C4 alkyl or haloalkyl group, and R2 is a C1-C4 alkyl or haloalkyl group, which is an effective fluorinating agent.

  一种取代的 N-氟吡啶鎓磺酸盐，其式如下 其中 R1 是氢原子、卤素原子或 C1-C4 烷基或卤代烷基，R2 是 C1-C4 烷基或卤代烷基，它是一种有效的氟化剂。
• METHOD FOR PRODUCING HETEROAROMATIC SULFONAMIDE COMPOUND
  申请人：UBE Industries, Ltd.

  公开号：EP3156395A1

  公开（公告）日：2017-04-19

  The present invention provides: a method for producing a mixed sulfonic acid anhydride of the general formula (1) by reacting a sulfonic acid compound of the general formula (2) with a perfluoroalkyl sulfonic acid anhydride or a perfluoroalkyl sulfonic acid halide; and a method for producing a sulfonamide compound of the general formula (4) obtained by reacting an amine compound of the general formula (3) with a mixed sulfonic acid anhydride of the general formula (1).

  本发明提供：一种通过通式（2）的磺酸化合物与全氟烷基磺酸酐或全氟烷基磺酸卤化物反应生产通式（1）的混合磺酸酐的方法；以及一种通过通式（3）的胺化合物与通式（1）的混合磺酸酐反应得到的通式（4）的磺酰胺化合物的生产方法。