1-<(4-methylbenzyl)thio>-1-(carboxymethyl)-cyclohexane | 87242-91-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-<(4-methylbenzyl)thio>-1-(carboxymethyl)-cyclohexane
• 英文别名: [1-(4-Methyl-benzylsulfanyl)-cyclohexyl]-acetic acid；2-[1-[(4-methylphenyl)methylsulfanyl]cyclohexyl]acetic acid
• CAS: 87242-91-9
• 化学式: C₁₆H₂₂O₂S
• 分子量: 278.415
• InChiKey: KNKPWPSQGOXVDF-UHFFFAOYSA-N

物化性质

• 熔点：
  116 °C(Solv: hexane (110-54-3))
• 沸点：
  443.8±20.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  62.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-<(4-methylbenzyl)thio>-1-(carboxymethyl)-cyclohexane 生成 (10R,13S,16S,19S,22R)-N-[(2S)-1-[[(2R)-1-amino-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]-13-(2-amino-2-oxoethyl)-19-benzyl-22-[(4-ethoxyphenyl)methyl]-12,15,18,21,24-pentaoxo-16-propan-2-yl-7,8-dithia-11,14,17,20,23-pentazaspiro[5.19]pentacosane-10-carboxamide
  参考文献：
  名称：

  ALI, FADIA EL-FEHAIL;CHANG, HSIN-LAN;HUFFMAN, WILLIAM F.;HECKMAN, GRACE;K+, J. MED. CHEM., 30,(1987) N 12, 2291-2294

  摘要：

  DOI：
• 作为产物：
  描述：

  环己烷亚基乙酸乙酯 、 4-甲基苄基硫醇 、 sodium 、 potassium carbonate 、 盐酸 以65%的产率得到
  参考文献：
  名称：

  YIM, N. C. F.;HUFFMAN, W. F., INT. J. PEPTIDE AND PROTEIN RES., 1983, 21, N 5, 568-570

  摘要：

  DOI：

文献信息

• Preparation and biological activities of potential vasopressin photoaffinity labels
  作者：David Barbeau、Sylvain Guay、Witold Neugebauer、Emanuel Escher

  DOI：10.1021/jm00079a020

  日期：1992.1

  binding potential of agonistic VP structures was abolished by the introduction of an azido or a nitro group into the aromatic side chain at position 3. Cyclo desamino-beta,beta-dialkyl-Cys1-type VP antagonist structures were prepared with the photoactivable moiety in position 2 and an iodination residue in position 9. One particular compound, [Dmpa1, Phe(N3)2, Val4, Lys8,D-Tyr9]VP (8), containing beta

  肽激素加压素（VP）的几种潜在的光亲和性类似物是通过经典的固相肽合成方法，使用两种不同的途径制备的。通过在光标记位置引入（a）Nar保护的氨基苯丙氨酸或（b）硝基苯丙氨酸来构建肽序列。裂解后和纯化前，在途径a中完成了向叠氮基肽的转化，在途径b中，由少量纯化的含硝基苯丙氨酸的前体肽完成了转化。使用从大鼠肝细胞制备的膜测量V1受体结合特性。通过将叠氮基或硝基基团引入位置3的芳族侧链，可以消除激动剂VP结构的结合潜力。制备了β-二烷基-Cys1型VP拮抗剂结构，该结构的光活化部分位于位置2，碘化残基位于位置9。一种特定的化合物[Dmpa1，Phe（N3）2，Val4，Lys8，D-Tyr9] VP（ 8），在位置1包含β，β-二甲基-β-巯基丙酸，在放射性碘化（Kd = 4.8 +/- 1.9 x 10（-10）M）和非碘化形式（Kd = 6.4）上均具有优异的结合性能+/- 0.98 x 10
• Design of potent oxytocin antagonists featuring D-tryptophan at position 2
  作者：George Flouret、William Brieher、Kevin Mahan、Laird Wilson

  DOI：10.1021/jm00106a027

  日期：1991.2

  We prepared nine analogues (1-9) of MCPA-D Phe-Phe-Ile-Asn-Cys-Pro-Arg-Gly-NH2, [MCPA1, D-Phe2, Phe3, Ile4, Arg8]oxytocin (MCPA) = beta-mercapto-beta,beta-pentamethylenepropionic acid), a potent antagonist of the rat uterotonic action of oxytocin (OT). We replaced D-Phe with D-Trp and made [MCPA1,D-Trp2,Phe3,Ile4,Arg8]OT (1), which had OT pA2 of 7.51, somewhat higher than that of the D-Phe2 antagonist which has OT pA2 = 7.35 in our rat uterotonic assay. Both compounds are equipotent as antagonists of [Arg8]vasopressin in the rat antidiuretic assay, with pA2 = 8.1. Other substitutions gave [MCPA1,D-Trp2,4-Cl-Phe3, Ile4,Arg8]OT (2), OT pA2 7.44; [MCPA1,D-Trp2,Phe3,Ile4,3,4-dehydro-Pro7,Arg8]OT (3), OT pA2 = 7.42; [MCPA1, D-Trp2,Phe3,Arg8]OT (4), OT pA2 = 7.58; [MCPA1,D-Trp2,Phe3,Arg8,Gly9-NHEt]OT (5), OT pA2 = 7.49; [MCPA1,D-Trp2,Ile4,Arg8]OT (6), OT pA2 = 7.46; [MCPA1,D-Trp2,Val4,Arg8]OT (7), OT pA2 = 7.58; [MCPA1,D-Trp2,Thr4,Arg8]OT (8), OT pA2 = 7.48; and finally, [MCPA1,D-Trp2,Arg8]OT (9), which was a more potent and more selective OT antagonist, with OT pA2 = 7.77 in the uterotonic assay and ADH pA2 < 5.9 in the antidiuretic assay and hence is an important lead for the design of OT antagonists.
• ALI, FADIA EL-FEHAIL;CHANG, HSIN-LAN;HUFFMAN, WILLIAM F.;HECKMAN, GRACE;K+, J. MED. CHEM., 30,(1987) N 12, 2291-2294
  作者：ALI, FADIA EL-FEHAIL、CHANG, HSIN-LAN、HUFFMAN, WILLIAM F.、HECKMAN, GRACE、K+

  DOI：——

  日期：——
• YIM, N. C. F.;HUFFMAN, W. F., INT. J. PEPTIDE AND PROTEIN RES., 1983, 21, N 5, 568-570
  作者：YIM, N. C. F.、HUFFMAN, W. F.

  DOI：——

  日期：——