5-[双(4-氯苯基)甲基]嘧啶 | 26766-37-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 5-[双(4-氯苯基)甲基]嘧啶
• 英文名称: α,α-bis(4-chlorophenyl)-5-methylpyrimidine
• 英文别名: 5--pyrimidine；5-[(4-chlorophenyl)(4-chlorophenyl)methyl]pyrimidine；5-bis(4-chlorophenyl)methylpyrimidine；5-[Bis(4-chlorophenyl)methyl]pyrimidine
• CAS: 26766-37-0
• 化学式: C₁₇H₁₂Cl₂N₂
• 分子量: 315.202
• InChiKey: FOQIAMHLCXUKND-UHFFFAOYSA-N

物化性质

• 沸点：
  438.3±40.0 °C(Predicted)
• 密度：
  1.296±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-[双(4-氯苯基)甲基]嘧啶 、 碘乙烷 在 sodium hydride 作用下， 生成 5-[1,1-Bis-(4-chloro-phenyl)-propyl]-pyrimidine
  参考文献：
  名称：

  Aromatase inhibition by 5-substituted pyrimidines and dihydropyrimidines

  摘要：

  The inhibition of estrogen biosynthesis has been suggested to be an effective treatment of hormone-dependent diseases, particularly breast cancer. Several series of 5-substituted pyrimidine derivatives have been synthesized and tested for their ability to inhibit the enzyme aromatase (estrogen synthetase). Compounds were evaluated in an in vitro assay that measured the inhibition of rat ovarian microsomal aromatase activity. Greatest inhibitory activity was achieved in the cases of diarylpyrimidinemethanols and diarylpyrimidinyl methanes which were substituted in the 4- and 4'-positions with electron-withdrawing substituents, particularly Cl.

  DOI：

  10.1021/jm00391a016
• 作为产物：
  描述：

  4,4'-二氯二苯甲酮 在 盐酸 、 正丁基锂 、 溶剂黄146 、 tin(ll) chloride 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 5-[双(4-氯苯基)甲基]嘧啶
  参考文献：
  名称：

  Analogues of Fenarimol Are Potent Inhibitors of Trypanosoma cruzi and Are Efficacious in a Murine Model of Chagas Disease

  摘要：

  We report the discovery of nontoxic fungicide fenarimol (1) as an inhibitor of Trypanosoma cruzi (T. cruzi), the causative agent of Chagas disease, and the results of structure-activity investigations leading to potent analogues with low nM IC(50)s in a T. cruzi whole cell in vitro assay. Lead compounds suppressed blood parasitemia to virtually undetectable levels after once daily oral dosing in mouse models of T. cruzi infection. Compounds are chemically tractable, allowing rapid optimization of target biological activity and drug characteristics. Chemical and biological studies undertaken in the development of the fenarimol series toward the goal of delivering a new drug candidate for Chagas disease are reported.

  DOI：

  10.1021/jm2015809

文献信息

• Methods and compositions for the treatment of estrogen-dependent hyperproliferative uterine disorders
  申请人：Wang Changjin

  公开号：US20100087402A1

  公开（公告）日：2010-04-08

  The present invention relates to the treatment of estrogen-dependent hyperproliferative uterine disorders including endometriosis, uterine fibroids, endometrial hyperplasia, uterine cancer, and their related symptoms by intravaginally administering at least two active agents selected from an aromatase inhibitor, an antiinflammatory agent, and a uterine-selective estrogen receptor antagonist. This combination therapy reduces local estrogen production, blocks local estrogen action, and suppresses inflammation locally, resulting in starvation of the estrogen-dependent diseased tissues, relief of related symptoms, and retardation of disease progression. Intravaginal delivery maximizes local inhibition of estrogen production without significantly affecting systemic circulating estrogen levels. This results in enhanced clinical efficacy and reduced side effects.

  本发明涉及治疗依赖雌激素的子宫过度增生性疾病，包括子宫内膜异位症、子宫肌瘤、子宫内膜增生、子宫癌及其相关症状，通过阴道给药至少两种活性药物，所选药物包括芳香化酶抑制剂、抗炎药和子宫选择性雌激素受体拮抗剂。这种联合疗法降低了局部雌激素产生，阻断了局部雌激素作用，并在局部抑制了炎症，导致对依赖雌激素的疾病组织的饥饿，缓解相关症状，延缓疾病进展。阴道给药最大限度地抑制了局部雌激素产生，而不显著影响全身循环雌激素水平。这导致增强的临床疗效和减少的副作用。
• Aromatase inhibiting pyrimidine derivatives
  申请人：ELI LILLY AND COMPANY

  公开号：EP0116431A1

  公开（公告）日：1984-08-22

  Pyrimidine derivatives of the formula or a pharmaceutically acceptable salt thereof, wherein R is 2-chloroethyl, C3-C8 cycloalkyl, phenoxy-substituted C1-C4 alkyl, or norbornan-2-yl. R1 is methyl, trifluoromethyl, methoxy, fluoro, chloro, bromo, or nitro; R2 is hydrogen, methyl, trifluoromethyl, methoxy, fluoro, chloro, bromo, or nitro; each of R3 and R4 is independently hydrogen, methyl, methoxy, fluoro, or chloro; and X is hydrogen, hydroxy, methyl, or halo, with the proviso that if R, is methoxy, R must be substituted phenyl with at least one of R3 and R4 being other than hydrogen inhibit aromatase and are useful in treating or preventing estrogen-dependent diseases in mammals.

  式中的嘧啶衍生物 或其药学上可接受的盐，其中 R 是 2-氯乙基、C3-C8 环烷基、苯氧基取代的 C1-C4 烷基或降冰片烷-2-基。 R1 是甲基、三氟甲基、甲氧基、氟、氯、溴或硝基； R2 是氢、甲基、三氟甲基、甲氧基、氟、氯、溴或硝基； R3 和 R4 各自独立地为氢、甲基、甲氧基、氟或氯；以及 X 是氢、羟基、甲基或卤代，但如果 R 是甲氧基，则 R 必须是取代的苯基，且 R3 和 R4 中至少有一个不是氢 抑制芳香化酶，可用于治疗或预防哺乳动物的雌激素依赖性疾病。
• Use of aromatese inhibitors for the reversal of female sexual phenotype in poultry
  申请人：MERCK & CO. INC.

  公开号：EP0433084A2

  公开（公告）日：1991-06-19

  Fertilized poultry embryos are treated with steroid biosynthesis inhibitors or antagonists which prevents the conversion of androgens to estrogens. By blocking the production of estrogens the genotypic female is converted into a phenotypic male. The phenotypic conversion of females to males gives the treated birds the advantage of male growth characteristics. A single administration of a steroid biosynthesis inhibitor or antagonist prior to about day 9 of embryonic incubation results in an irreversible change the sexual phenotype.

  用类固醇生物合成抑制剂或拮抗剂处理受精的家禽胚胎，可防止雄激素转化为雌激素。通过阻止雌激素的产生，基因型雌性就会转化为表型雄性。雌性向雄性的表型转换使接受治疗的鸟类具有雄性生长特征的优势。在胚胎孵化的第 9 天之前，只需注射一次类固醇生物合成抑制剂或拮抗剂，就会导致性表型发生不可逆的改变。
• Animal growth promotion with aromatase inhibitors
  申请人：MERCK & CO. INC.

  公开号：EP0479570A2

  公开（公告）日：1992-04-08

  Female prenatal, neonatal and postnatal animals are treated with compositions containing steroid biosynthesis inhibitors or antagonists which prevents the conversion of androgens to estrogens. The compositions are useful for improving growth and feed efficiency.

  雌性产前、新生和产后动物可使用含有类固醇生物合成抑制剂或拮抗剂的组合物进行治疗，以防止雄激素转化为雌激素。这些复合物可用于改善生长和提高饲料效率。
• Control of sex differentiation in fish
  申请人：MERCK & CO. INC.

  公开号：EP0514015A1

  公开（公告）日：1992-11-19

  Fish or shellfish eggs, fertilized embryos or hatched fry or shellfish are treated with steroid biosynthesis inhibitors or antagonists which prevents the conversion of androgens to estrogens. By blocking the production of estrogens the genotypic female is converted into a phenotypic male. The phenotypic conversion of females to males gives the treated fish the advantage of male growth characteristics. Such treatment will also allow the production of monosex populations of fish which can be used to limit reproduction and control overpopulation of specific aquatic environments. Steroid biosynthesis inhibitors and/or antagonists will also induce smoltification in salmon species.

  用类固醇生物合成抑制剂或拮抗剂处理鱼类或贝类的卵、受精胚胎或孵化的鱼苗或贝类，可防止雄激素转化为雌激素。通过阻止雌激素的产生，基因型雌性就会转化为表型雄性。雌性向雄性的表型转化使接受治疗的鱼类具有雄性生长特征的优势。这种处理方法还能产生单性鱼群，用于限制繁殖和控制特定水生环境中的过度繁殖。类固醇生物合成抑制剂和/或拮抗剂还能诱导鲑鱼物种的蜕皮。