4-环丙基-6-甲基-2-嘧啶胺 | 92238-61-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 4-环丙基-6-甲基-2-嘧啶胺
• 中文别名: 4-环丙基-6-甲基嘧啶-2-胺
• 英文名称: 2-Amino-4-cyclopropyl-6-methyl-pyrimidine
• 英文别名: 4-cyclopropyl-6-methylpyrimidin-2-amine；2-amino-4-cyclopropyl-6-methylpyrimidine；4-Cyclopropyl-6-methyl-2-pyrimidinamine
• CAS: 92238-61-4
• 化学式: C₈H₁₁N₃
• mdl: MFCD16769143
• 分子量: 149.195
• InChiKey: KPMMRZPKAYBHME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  51.8
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P305+P351+P338,P330,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  4-环丙基-6-甲基-2-嘧啶胺 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 N-溴代丁二酰亚胺(NBS) 、 potassium acetate 作用下， 以 乙二醇二甲醚 、 乙醇 、 水 、 乙腈 为溶剂， 反应 1.33h， 生成 4-Cyclopropyl-6-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine
  参考文献：
  名称：

  [EN] PYRAZINEDIHYDROPYRIMIDINONE OR PYRIDAZINEDIHYDROPYRIMIDINONE COMPOUNDS AS MODULATORS OF ROR GAMMA
  [FR] PYRAZINEDIHYDROPYRIMIDINONE OU COMPOSÉS DE PYRAZINEDIHYDROPYRIMIDINONE UTILISÉS COMME MODULATEURS DE ROR GAMMA

  摘要：

  本发明涵盖了式(I)的化合物，其中所述变量在此处定义，适用于调节RORγ并治疗与调节RORγ相关的疾病。本发明还涵盖了制备式(I)化合物的方法和含有它们的药物制剂。

  公开号：

  WO2017127375A1
• 作为产物：
  描述：

  嘧菌环胺 在 Cunninghamella echinulata var. elegans (ATCC 9245) 作用下， 以 乙醇 为溶剂， 以2%的产率得到4-环丙基-6-甲基-2-嘧啶胺
  参考文献：
  名称：

  Microbial Transformations of the Fungicide Cyprodinil (CGA-219417)

  摘要：

  A collection of 12 microbial cultures, known to contain cytochrome P-450 monooxygenase or other degradative enzymes, was screened for their ability to degrade the Novartis Crop Protection Inc. developmental fungicide cyprodinil (CGA-219417; 4-cyclopropyl-6-methyl-N-phenyl-2-pyrimidinamine). Ten of the 12 cultures produced a monohydroxylated metabolite in yields ranging from 1.2 to 35.6%. The filamentous fungus, Beauveria bassiana ATCC 7159, produced a methoxylated glycoside of the monohydroxylated metabolite with a yield of 80%. Dihydroxylated metabolites and a molecular cleavage product, 4-cyclopropyl-6-methyl-2-pyrimidamine, were also detected in certain cultures. The overall results of the study indicated that cyprodinil was readily metabolized by a variety of microbial species. Metabolites generated by these cultures can potentially be used as analytical reference standards to support animal, plant, and soil metabolism studies.

  DOI：

  10.1021/jf970298l

文献信息

• JANUS KINASE INHIBITOR COMPOUNDS AND METHODS
  申请人：GOODACRE SIMON CHARLES

  公开号：US20100317643A1

  公开（公告）日：2010-12-16

  The invention provides compounds of Formula I, stereoisomers or pharmaceutically acceptable salts thereof, wherein A, B, D, R 1 , R 2 , R 4 and R 5 are defined herein, a pharmaceutical composition that includes a compound of Formula I and methods of use thereof

  这项发明提供了公式I的化合物，其立体异构体或药学上可接受的盐，其中A、B、D、R1、R2、R4和R5在此处被定义，包括公式I化合物的药物组合物以及其使用方法
• Benzofuran and benzothiophene sulfonamides
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US04589909A1

  公开（公告）日：1986-05-20

  Benzofuran and benzothiophene sulfonamides show utility as herbicides and plant growth regulants.

  苯并呋喃和苯并噻吩磺胺类化合物在除草剂和植物生长调节剂方面具有实用价值。
• N-(Cyclopropyl-triazinyl-n'-(arylsulfonyl) ureas having herbicidal
  申请人：Ciba Geigy Corporation

  公开号：US04515626A1

  公开（公告）日：1985-05-07

  N-(Cyclopropyl-triazinyl- and -pyrimidinyl)-N'-arylsulfonyl ureas of the formula ##STR1## wherein Ar is a phenyl group ##STR2## or a naphthyl group ##STR3## and Q is a group X-A or R.sub.3, A is a C.sub.3 -C.sub.6 -alkynyl group, a C.sub.1 -C.sub.6 -alkyl group which is unsubstituted or substituted by halogen, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkylsulfinyl, C.sub.1 -C.sub.4 -alkylsulfonyl, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -haloalkylthio, C.sub.1 -C.sub.4 -haloalkylsulfinyl or C.sub.1 -C.sub.4 -haloalkylsulfonyl, or a C.sub.2 -C.sub.6 -alkenyl group which is unsubstituted or substituted by the groups given in the foregoing for C.sub.1 -C.sub.6 -alkyl, or A is a phenyl or benzyl group, E is the methine group or nitrogen, X is oxygen, sulfur, or a sulfinyl or sulfonyl bridge, Z is oxygen or sulfur, R.sub.1 is hydrogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy, R.sub.2 is halogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -haloalkyl, C.sub.1 -C.sub.3 -alkoxy, C.sub.1 -C.sub.3 -haloalkoxy, amino, C.sub.1 -C.sub.3 -alkylamino, di-(C.sub.1 -C.sub.3 -alkyl)amino, C.sub.3 -C.sub.6 -cycloalkyl or C.sub.2 -C.sub.6 -alkoxyalkyl, R.sub.3 is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl, C.sub.1 -C.sub.4 -haloalkyl, or a group --X-R.sub.6, --COZR.sub.11, --NO.sub.2 or --CO-NR.sub.8 R.sub.9, --CN, --COR.sub.10, --NR.sub.1 R.sub.7 or --NR.sub.1 -COR.sub.12, R.sub.4 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -haloalkoxy, halogen, or alkoxyalkyl having at most 4 carbon atoms, R.sub.5 is the same as R.sub.3 but independent thereof, R.sub.6 and R.sub.7 are each C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or C.sub.2 -C.sub.6 -alkynyl, R.sub.8 and R.sub.9 independently of one another are each hydrogen, C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or C.sub.2 -C.sub.6 -alkynyl, R.sub.10 is hydrogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.3 -haloalkyl, R.sub.11 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.3 -haloalkyl, C.sub.3 -C.sub.5 -alkenyl, C.sub.3 -C.sub.5 -alkynyl, phenyl or benzyl, and R.sub.12 is the same as R.sub.1 but independent thereof, and the salts of these compounds with amines, alkali metal bases or alkaline-earth metal bases or with quaternary ammonium bases, have good pre- and post-emergence-selective herbicidal and plant-growth-regulating properties.

  该专利描述了一类化合物，其通式为N-(环丙基-三嗪基和嘧啶基)-N'-芳基磺酰脲，其中Ar是苯基或萘基，Q是X-A或R3基团，A是C3-C6-炔基、未取代或卤代的C1-C6-烷基、C1-C4-烷氧基、C1-C4-烷基硫基、C1-C4-烷基亚砜基、C1-C4-烷基磺酰基、C1-C4-卤代烷氧基、C1-C4-卤代烷基硫基、C1-C4-卤代烷基亚砜基或C1-C4-卤代烷基磺酰基，或未取代或取代为C1-C6-烷基的C2-C6-烯基，A是苯基或苄基，E是亚甲基或氮，X是氧、硫或亚砜基或磺酰基桥，Z是氧或硫，R1是氢、C1-C4-烷基或C1-C4-烷氧基，R2是卤素、C1-C3-烷基、C1-C3-卤代烷基、C1-C3-烷氧基、C1-C3-卤代烷氧基、氨基、C1-C3-烷基氨基、二-(C1-C3-烷基)氨基、C3-C6-环烷基或C2-C6-烷氧基烷基，R3是氢、卤素、C1-C5-烷基、C2-C5-烯基、C1-C4-卤代烷基或--X-R6、--COZR11、--NO2或--CO-NR8R9、--CN、--COR10、--NR1R7或--NR1-COR12基团，R4是氢、C1-C4-烷基、C1-C4-烷氧基、C1-C4-烷基硫基、C1-C4-卤代烷基、C1-C4-卤代烷氧基、卤素或最多有4个碳原子的烷氧基烷基，R5与R3相同但互相独立，R6和R7分别是C1-C5-烷基、C2-C5-烯基或C2-C6-炔基，R8和R9彼此独立地是氢、C1-C5-烷基、C2-C5-烯基或C2-C6-炔基，R10是氢、C1-C4-烷基或C1-C3-卤代烷基，R11是氢、C1-C4-烷基、C1-C3-卤代烷基、C3-C5-烯基、C3-C5-炔基、苯基或苄基，R12与R1相同但互相独立，以及这些化合物与胺、碱金属基或碱土金属基或季铵盐基的盐具有良好的前和后除草和植物生长调节性能。
• N-heterocyclosulfonyl-N'-pyrimidinylureas
  申请人：Ciba-Geigy Corporation

  公开号：US04759791A1

  公开（公告）日：1988-07-26

  N-(3,4-Dihydro-2,2-dioxo-1,2-benzoxathiin-8-ylsulfonyl)-N'-pyrimidinylureas , N-(3,4-dihydro-2,2-dioxo-1,2-benzoxathiin-8-yl-sulfonyl)-N'-triazolylurea s and N-(3,4-dihydro-2,2-dioxo-1,2-benzoxathiin-8-ylsulfonyl)-N'-triazinylureas of the formula ##STR1## wherein R.sup.1 is hydrogen, halogen, nitro, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkoxycarbonyl, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylsulfinyl, C.sub.1 -C.sub.4 alkylsulfonyl or C.sub.2 -C.sub.5 alkoxyalkoxy, R.sup.2 and R.sup.3 are each independently of the other hydrogen or C.sub.1 -C.sub.4 -alkyl, R.sup.4 is hydrogen, methyl or ethyl, W is oxygen or sulfur, and A is a radical ##STR2## in which formulae the substituents E.sup.1, E.sup.2, X.sup.1, X.sup.2, X.sup.3, X.sup.4, X.sup.5, X.sup.6, X.sup.7, X.sup.8, Y.sup.1, Y.sup.2, Y.sup.3, Y.sup.4, Y.sup.6, Y.sup.61, Y.sup.8, Y.sup.81, Z.sup.3 and Z.sup.5 are customary organic radicals, and the salts thereof with amines, alkali metal bases or alkaline earth metal bases or with quaternary ammonium bases have good pre- and postemergence selective herbicidal and growth regulating properties.

  化学式为##STR1##的N-(3,4-二氢-2,2-二氧-1,2-苯并噻吩-8-基磺酰基)-N'-嘧啶基脲、N-(3,4-二氢-2,2-二氧-1,2-苯并噻吩-8-基磺酰基)-N'-1,2,3-三唑基脲和N-(3,4-二氢-2,2-二氧-1,2-苯并噻吩-8-基磺酰基)-N'-1,3,5-三嗪基脲，其中R.sup.1为氢、卤素、硝基、C.sub.1-C.sub.4烷基、C.sub.1-C.sub.4卤代烷基、C.sub.1-C.sub.4-烷氧基、C.sub.1-C.sub.4卤代烷氧基、C.sub.1-C.sub.4-烷氧基羰基、C.sub.1-C.sub.4烷基硫基、C.sub.1-C.sub.4烷基亚磺酰基、C.sub.1-C.sub.4烷基磺酰基或C.sub.2-C.sub.5烷氧基烷氧基，R.sup.2和R.sup.3各自独立地为氢或C.sub.1-C.sub.4烷基，R.sup.4为氢、甲基或乙基，W为氧或硫，A为基式##STR2## 在上述公式中，取代基E.sup.1、E.sup.2、X.sup.1、X.sup.2、X.sup.3、X.sup.4、X.sup.5、X.sup.6、X.sup.7、X.sup.8、Y.sup.1、Y.sup.2、Y.sup.3、Y.sup.4、Y.sup.6、Y.sup.61、Y.sup.8、Y.sup.81、Z.sup.3和Z.sup.5均为惯常的有机基团，与胺、碱金属基或碱土金属基或季铵基的盐具有良好的前后除草和生长调节性能。
• N-heterocyclosulfonyl-N'-triazinylureas
  申请人：Ciba-Geigy Corporation

  公开号：US04854963A1

  公开（公告）日：1989-08-08

  N-(3,4-Dihydro-2,2-dioxo-1,2-benzoxathiin-8-ylsulfonyl)-N'-pyrimidinylureas , N-(3,4-dihydro-2,2-dioxo-1,2-benzoxathiin-8-yl-sulfonyl)-N'-triazolylurea s and N-(3,4-dihydro-2,2-dioxo-1,2-benzoxathiin-8-ylsulfonyl)-N'-triazinylureas of the formula ##STR1## wherein R.sup.1 is hydrogen, halogen, nitro, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkoxycarbonyl, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylsulfinyl, C.sub.1 -C.sub.4 alkylsulfonyl or C.sub.2 -C.sub.5 alkoxyalkoxy, R.sup.2 and R.sup.3 are each independently of the other hydrogen or C.sub.1 -C.sub.4 alkyl, R.sup.4 is hydrogen, methyl or ethyl, W is oxygen or sulfur, and A is a radical ##STR2## in which formulae the substituents E.sup.1, E.sup.2, X.sup.1, X.sup.2, X.sup.3, X.sup.4, X.sup.5, X.sup.6, X.sup.7, X.sup.8, Y.sup.1, Y.sup.2, Y.sup.3, Y.sup.4, Y.sup.6, Y.sup.6 1, Y.sup.8, Y.sup.8 1, Z.sup.3 and Z.sup.5 are customary organic radicals, and the salts thereof with amines, alkali metal bases or alkaline earth metal bases or with quaternary ammonium bases have good pre- and postemergence selective herbicidal and growth regulating properties.

  该文献描述了一种化合物，包括以下三种类型：N-(3,4-二氢-2,2-二氧代-1,2-苯并噻吩-8-基磺酰基)-N'-嘧啶基脲、N-(3,4-二氢-2,2-二氧代-1,2-苯并噻吩-8-基磺酰基)-N'-三唑基脲和N-(3,4-二氢-2,2-二氧代-1,2-苯并噻吩-8-基磺酰基)-N'-三嗪基脲，其化学式为：其中，R1为氢、卤素、硝基、C1-C4烷基、C1-C4卤代烷基、C1-C4烷氧基、C1-C4卤代烷氧基、C1-C4烷氧羰基、C1-C4烷基硫醇基、C1-C4烷基亚砜基、C1-C4烷基磺酰基或C2-C5烷氧基烷氧基，R2和R3各自独立地为氢或C1-C4烷基，R4为氢、甲基或乙基，W为氧或硫，A为基团：其中，式中的取代基E1、E2、X1、X2、X3、X4、X5、X6、X7、X8、Y1、Y2、Y3、Y4、Y6、Y6'、Y8、Y8'、Z3和Z5为常见的有机基团。这些化合物与胺、碱金属基或碱土金属基或季铵盐基的盐具有良好的前后除草和生长调节特性。