5-chloro-6-nitro-2,4-diaminoquinazoline | 27023-81-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 5-chloro-6-nitro-2,4-diaminoquinazoline
• 英文别名: 5-chloro-6-nitroquinazoline-2,4-diamine；5-chloro-6-nitro-quinazoline-2,4-diamine；2,4-diamino-5-chloro-6-nitroquinazoline；2,4-Diamino-5-chloro-6-nitrochinazolin
• CAS: 27023-81-0
• 化学式: C₈H₆ClN₅O₂
• 分子量: 239.621
• InChiKey: XCBMRNHSLMDGRI-UHFFFAOYSA-N

物化性质

• 沸点：
  582.8±60.0 °C(Predicted)
• 密度：
  1.731±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  124
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-chloro-6-nitro-2,4-diaminoquinazoline 在 铂 作用下， 以 乙二醇甲醚 、 乙醇 为溶剂， 以yielding 2,4,6-triamino-5-chloroquinazoline的产率得到2,4,6-三氨基-5-氯喹唑啉
  参考文献：
  名称：

  Insecticidal substituted-2.4-diaminoquinazolines related applications

  摘要：

  一种杀虫组合物，与农业上可接受的载体混合，包含有效杀虫剂量的2,4-二氨基喹唑啉化合物，其化学式为：##STR1## 其中R.sup.1，R.sup.2，R.sup.6，R.sup.7，W，X，Y和Z的定义如本文所述；使用方法；新型的2,4-二氨基喹唑啉本身；以及其制备中间体。

  公开号：

  US05874579A1
• 作为产物：
  描述：

  5-氯-2,4-二氨基喹唑啉 在 硫酸 、 氨 、 硝酸 作用下， 以 四氢呋喃 、 水 、 乙酸乙酯 为溶剂， 生成 5-chloro-6-nitro-2,4-diaminoquinazoline
  参考文献：
  名称：

  Insecticidal substituted-2,4-diaminoquinazolines

  摘要：

  一种含有农业上可接受载体的杀虫组合物，该组合物包含有效杀虫量的2,4-二氨基喹唑啉化合物，其化学公式如下：##STR1## 其中，R.sup.1、R.sup.2、R.sup.6、R.sup.7、W、X、Y和Z的定义如本文所述；使用该化合物的方法；新颖的2,4-二氨基喹唑啉本身；以及制备该化合物的中间体。

  公开号：

  US05534518A1

文献信息

• 2-cyano-1-aminobenzene compounds
  申请人：FMC Corporation

  公开号：US05616718A1

  公开（公告）日：1997-04-01

  A compound having the formula: ##STR1## wherein W, X, Y, and Z are as defined in the specification is useful for making 2,4-diaminoquinazolines.

  具有以下式子的化合物：##STR1## 其中W、X、Y和Z的定义如规范所述，可用于制备2,4-二氨基喹唑啉。
• Selective Inhibitors of Candida albicans Dihydrofolate Reductase: Activity and Selectivity of 5-(Arylthio)-2,4-diaminoquinazolines
  作者：Joseph H. Chan、Jean S. Hong、Lee F. Kuyper、David P. Baccanari、Suzanne S. Joyner、Robert L. Tansik、Christine M. Boytos、Sharon K. Rudolph

  DOI：10.1021/jm00018a021

  日期：1995.9

  The recent increase in fungal infections, especially among AIDS patients, has resulted in the need for more effective antifungal agents. In our search for such agents, we focused on developing compounds which inhibit fungal dihydrofolate reductase (DHFR). A series of 25 5-(arylthio)-2,4-diaminoquinazolines were synthesized as potentially selective inhibitors of Candida albicans DHFR. The majority of the compounds were potent inhibitors of C. albicans DHFR and much less active against human DHFR. High selectivity, as defined by the ratio of the I-50 values for human and C. albicans DHFR, was achieved by compounds with bulky and rigid 4-substituents in the phenylthio moiety. For example, 5-[(4-morpholinophenyl)thio]-2,4-diaminoquinazoline displayed a selectivity ratio of 540 and was the most selective inhibitor synthesized to date. Substitution in the 2- or 3-position of the 5-phenylthio group provided only marginal selectivity. 6-Substituted-5-[(4-tert-butylphenyl)thio]-2,4-diaminoquinazolines showed potent activity against the C. albicans enzyme but were equally active against human DHFR. Most of the selective compounds were also good inhibitors of C. albicans cell growth, with minimum inhibitory concentration values as low as 0.05 mu g/mL.
• Fragment based search for small molecule inhibitors of HIV-1 Tat-TAR
  作者：Mirco Zeiger、Sebastian Stark、Elisabeth Kalden、Bettina Ackermann、Jan Ferner、Ute Scheffer、Fatemeh Shoja-Bazargani、Veysel Erdel、Harald Schwalbe、Michael W. Göbel

  DOI：10.1016/j.bmcl.2014.11.004

  日期：2014.12

  Basic molecular building blocks such as benzene rings, amidines, guanidines, and amino groups have been combined in a systematic way to generate ligand candidates for HIV-1 TAR RNA. Ranking of the resulting compounds was achieved in a fluorimetric Tat-TAR competition assay. Although simple molecules such as phenylguanidine are inactive, few iteration steps led to a set of ligands with IC50 values ranging from 40 to 150 mu M. 1,7-Diaminoisoquinoline 17 and 2,4,6-triaminoquinazoline 22 have been further characterized by NMR titrations with TAR RNA. Compound 22 is bound to TAR at two high affinity sites and shows slow exchange between the free ligand and the RNA complex. These results encourage investigations of dimeric ligands built from two copies of compound 22 or related heterocycles. (C) 2014 Elsevier Ltd. All rights reserved.
• JOHNSON J.; ELSLAGER E. F.; WERBEL L. M., J. HETEROCYCL. CHEM., 1979, 16, NO 6, 1101-1104
  作者：JOHNSON J.、 ELSLAGER E. F.、 WERBEL L. M.

  DOI：——

  日期：——
• INSECTICIDAL SUBSTITUTED-2,4-DIAMINOQUINAZOLINES
  申请人：FMC CORPORATION

  公开号：EP0684824A1

  公开（公告）日：1995-12-06