3-(p-Bromphenacyl)-1,3,4-thiadiazolium-bromid | 114395-39-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(p-Bromphenacyl)-1,3,4-thiadiazolium-bromid
• 英文别名: 1-(4-Bromophenyl)-2-(1,3,4-thiadiazol-3-ium-3-yl)ethanone;bromide
• CAS: 114395-39-0
• 化学式: Br*C₁₀H₈BrN₂OS
• 分子量: 364.06
• InChiKey: MBQPPEIKRMEPIG-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.92
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  62.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  噻二唑 、 p-bromo-phenacyl bromide 以 乙腈 为溶剂， 反应 1.0h， 生成 3-(p-Bromphenacyl)-1,3,4-thiadiazolium-bromid
  参考文献：
  名称：

  Haug, Erwin; Kantlehner, Willi; Hagen, Helmut, Liebigs Annalen der Chemie, 1988, p. 605 - 608

  摘要：

  DOI：

文献信息

• Method for treating fibrotic diseases or other indications IIIC
  申请人：——

  公开号：US20020183365A1

  公开（公告）日：2002-12-05

  Provided is a method of treating or ameliorating certain fibrotic diseases or other indications in an animal, including a human, comprising administering an effective amount of a compound of the formula I: Y—Ar⊕·X — wherein: a. Ar is a five or six membered heteroaryl ring having a first ring nitrogen and optionally second or third ring nitrogens, with the remaining ring atoms being carbon, oxygen, or sulfur, provided the first nitrogen of Ar is a quaternary nitrogen and Ar is not thiazolium, oxazolium or imidazolium; b. Y is substituted on the first ring nitrogen, with the proviso that if Ar is pyrazole, indazole, (1,2,3)-triazole, benzotriazole, or (1,2,4)-triazole, the second ring nitrogen is substituted C. Y is: 1 . a group of the formula —CH(R 5 )—R 6 [as preferred in one embodiment] (a) wherein R 5 is hydrogen, alkyl, cycloalkyl-, alkenyl-, alkynyl-, aminoalkyl-, hydroxy[C 1 to C 6 ]alkyl, dialkylaminoalkyl-, (N-[C 6 or C 10 ]aryl)(N-alkyl)aminoalkyl-, piperidin-1-ylalkyl-, pyrrolidin-1-ylalkyl, azetidinylalkyl, 4-alkylpiperazin-1-ylalkyl, 4-alkylpiperidin-1-ylalkyl, 4-[C 6 or C 10 ]arylpiperazin-1-ylalkyl, 4-[C 6 or C 10 ]arylpiperidin-1-ylalkyl, azetidin-1-ylalkyl, morpholin-4-ylallcyl, thiomorpholin-4-ylalkyl, piperazin-1-ylalkyl, piperidin-1-ylalkyl, [C 6 or C 10 ]aryl, or independently the same as R 6 ; (b) wherein R 6 is (1) hydrogen, alkyl (which may be substituted by alkoxycarbonyl)-, alkenyl, alkynyl, cyano-, cyanoalkyl-, or Rs, wherein Rs is a [C 6 or C 10 ]aryl or a heterocycle containing 4-10 ring atoms of which 1-3 are heteroatoms selected from the group consisting of oxygen, nitrogen and sulfur; or (2) a group of the formula —W—R 7 [as preferred in one embodiment], wherein R 7 is alkyl, alkoxy, hydroxy, or Rs [as preferred in one embodiment], wherein W is —C(═O)— or —S(O) 2 —; (3) a group of the formula —W—OR 8 wherein R 8 is hydrogen or alkyl, (4) a group of the formula —CH(OH)Rs; or (5) a group of the formula —W—N(R 9 )R 10 , wherein (a) R 9 is hydrogen and R 10 is an alkyl or cycloalkyl, optionally substituted; or (b) R 9 is hydrogen or alkyl and R 10 is Ar; or (c) R 9 is hydrogen or alkyl, R 10 is a heterocycle containing 4-10 ring atoms of which 1-3 are heteroatoms are selected from the group consisting of oxygen, nitrogen and sulfur; or (d) R 9 and R 10 are both alkyl groups; or (e) R 9 and R 10 together with N form a heterocycle containing 4-10 ring atoms which can incorporate up to one additional heteroatom selected from the group of N, O or S in the ring, wherein the heterocycle is optionally substituted; or (f) R 9 and R 10 are both hydrogen; or 2 . —NH 2 , and e. X is a pharmaceutically acceptable anion, which may be absent if the compound provides a neutralizing salt, or (B) a pharmaceutically acceptable salt of the compound.

  提供一种治疗或改善动物中的某些纤维化疾病或其他适应症的方法，包括人类，包括给予化合物I的有效量：Y—Ar⊕·X—其中：a. Ar是一个具有第一个环氮原子和可选择第二或第三环氮原子的五元或六元杂环芳基环，其余环原子为碳、氧或硫，前提是Ar的第一个氮原子是季铵氮，且Ar不是噻唑、噁唑或咪唑；b. Y取代在第一个环氮原子上，但前提是如果Ar是吡唑、吲唑、(1,2,3)-三唑、苯并三唑或(1,2,4)-三唑，则第二环氮原子被取代；c. Y是：1. 公式为—CH(R5)—R6[在一个实施例中优选]的基团(a)其中R5是氢、烷基、环烷基、烯基、炔基、氨基烷基、羟基[C1到C6]烷基、二烷基氨基烷基、(N-[C6或C10]芳基)(N-烷基)氨基烷基、哌啶-1-基烷基、吡咯啉-1-基烷基、氮杂环烷基、4-烷基哌嗪-1-基烷基、4-烷基哌啶-1-基烷基、4-[C6或C10]芳基哌嗪-1-基烷基、4-[C6或C10]芳基哌啶-1-基烷基、氮杂环烷基、吗啉-4-基烷基、硫代吗啉-4-基烷基、哌嗪-1-基烷基、哌啶-1-基烷基、[C6或C10]芳基，或独立地与R6相同；(b)其中R6是(1)氢、烷基(可由烷氧羰基取代)-、烯基、炔基、氰基、氰基烷基、或Rs，其中Rs是一个[C6或C10]芳基或含有1-3个杂原子（氧、氮和硫）的4-10个环原子的杂环；或(2) 公式为—W—R7[在一个实施例中优选]，其中R7是烷基、烷氧基、羟基或Rs [在一个实施例中优选]，其中W是—C(═O)—或—S(O)2—；(3) 公式为—W—OR8，其中R8是氢或烷基，(4) 公式为—CH(OH)Rs；或(5) 公式为—W—N(R9)R10，其中(a) R9是氢，R10是烷基或环烷基，可选择取代；或(b) R9是氢或烷基，R10是Ar；或(c) R9是氢或烷基，R10是含有1-3个杂原子（氧、氮和硫）的4-10个环原子的杂环；或(d) R9和R10都是烷基基团；或(e) R9和R10连同N形成含有4-10个环原子的杂环，该环可在环中包含最多一个额外的来自N、O或S的杂原子，该杂环可选择取代；或(f) R9和R10都是氢；或2. —NH2，e. X是一种药用可接受的阴离子，如果化合物提供中和盐，则可能不存在，或(B) 化合物的药用可接受的盐。
• Method for treating glaucoma IIIB
  申请人：——

  公开号：US20020156080A1

  公开（公告）日：2002-10-24

  Provided is a method of treating, ameliorating or preventing certain fibrotic diseases or other indications in an animal, including a human, comprising administering an intraocular pressure decreasing or accommodation improving amount of (A) a compound of formula (I): Y—Ar ⊕ .X − (I)

  本发明提供了一种治疗、改善或预防动物（包括人类）的某些纤维化疾病或其他适应症的方法，该方法包括施用一定量的降低眼压或改善适应性的(A)式(I)化合物： Y-Ar ⊕ .X - (I)
• HAUG, ERWIN;KANTLEHNER, WILLI;HAGEN, HELMUT;SPEH, PETER;BRAUNER, HANS-JUR+, LIEBIGS ANN. CHEM.,(1988) N 6, 605-607
  作者：HAUG, ERWIN、KANTLEHNER, WILLI、HAGEN, HELMUT、SPEH, PETER、BRAUNER, HANS-JUR+

  DOI：——

  日期：——
• METHOD FOR TREATING FIBROTIC DISEASES OR OTHER INDICATIONS IIIC
  申请人：Alteon, Inc.

  公开号：EP1355645A2

  公开（公告）日：2003-10-29
• EP1355645A4
  申请人：——

  公开号：EP1355645A4

  公开（公告）日：2005-02-23