2-chlorocycloheptapyrrole-3-carbonitrile | 14779-36-3

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 2-chlorocycloheptapyrrole-3-carbonitrile
• 英文别名: 2-Chloro-3-cyano-1-azaazulene；2-chlorocyclohepta[b]pyrrole-3-carbonitrile
• CAS: 14779-36-3
• 化学式: C₁₀H₅ClN₂
• 分子量: 188.616
• InChiKey: IVTPWEBLVRHEGJ-UHFFFAOYSA-N

物化性质

• 沸点：
  439.3±38.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 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：
  36.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-chlorocycloheptapyrrole-3-carbonitrile 在 氨 、 potassium carbonate 作用下， 以 乙醇 、 水 、 正丁醇 、 苯 为溶剂， 反应 113.0h， 生成 dimethyl 15-cyano-3-phenyl-2,14-diazatetracyclo[10.2.1.04,14.07,13]pentadeca-1,3,5,7(13),8,10,12(15)-heptaene-5,6-dicarboxylate
  参考文献：
  名称：

  Azulenes 杂环类似物的研究。十一。环庚[4,5]吡咯并[1,2-a]咪唑和环庚[d]咪唑并[1,2-a]咪唑的合成和环加成

  摘要：

  环庚 [4,5] 吡咯并 [1,2-a] 咪唑 (1,3a-二氮杂环戊 [a] azulenes) (2) 和环庚 [d] 咪唑并 [1,2-a] 咪唑 (1,3a,9- triazacyclopent[a]azulenes) (6) 分别由 2-氨基环庚 [b] 吡咯和 2-氨基环庚咪唑合成，产率中等至良好。2 和 6 与反应性乙炔反应得到 2-氮杂环庚[ef]环[3.2.2]嗪和双(1,3a-二氮杂环戊[a]azuleno)[1,7]二氮杂[12]环烯(4)和2,3-二氮杂环庚[ef]环[3.2.2]嗪分别与双(1,3a,9-三氮杂环戊[a]azuleno)[1,7]二氮杂[12]环烯(8)一起使用。2和6与缺电子烯烃的反应分别得到4和8。这些反应通过 1,10-偶极中间体区域选择性地进行。

  DOI：

  10.1246/bcsj.56.3703
• 作为产物：
  描述：

  3-carbamoylcycloheptapyrrol-2(1H)-one 在 三氯氧磷 作用下， 生成 2-chlorocycloheptapyrrole-3-carbonitrile
  参考文献：
  名称：

  Nozoe et al., Proceedings of the Japan Academy, 1956, vol. 32, p. 472,473

  摘要：

  DOI：

文献信息

• Synthesis and Antiallergic Activity of Novel Azaazulene Derivatives.
  作者：Michiko NAGAHARA、Jun NAKANO、Mitsuo MIMURA、Tsutomu NAKAMURA、Katsuhiro UCHIDA

  DOI：10.1248/cpb.42.2491

  日期：——

  Various azaazulene derivatives were synthesized and their antiallergic activity was examined. The structure-activity relationship among various derivatives modified by introducing substituents at the 1-,2-, or 3-position of the azaazulene ring was investigated. The inhibitory activities on allergic histamine release of the compounds bearing a 5-tetrazolyl group at the 3-position were more potent than

  合成了各种氮杂氮烯衍生物，并检查了它们的抗过敏活性。研究了通过在氮杂氮烯环的1-，2-或3-位引入取代基进行修饰的各种衍生物之间的构效关系。在3-位带有5-四唑基的化合物对过敏性组胺释放的抑制活性比具有其他基团（CN，COOH和CHO）的相应化合物更有效。在2-位被氨基，叠氮化物和羧甲基氨基取代的化合物表现出很强的抑制活性。在1位具有各种苯基烷基的化合物比具有其他取代基的化合物具有更高的活性。在氮杂氮烯环的1-，2-或3-位带有取代基的化合物中，
• Reactions of 2-amino-, 2-alkylamino-, and 2-piperidino-1-azaazulenes with aryl and chlorosulfonyl isocyanates
  作者：Noritaka Abe、Haruhiko Matsuda、Yoshikazu Sugihara、Akikazu Kakehi

  DOI：10.1002/jhet.5570330453

  日期：1996.7

  Reaction of 2-amino-1-azaazulene with phenyl isocyanate gave 3-phenyl-2H-3,4-dihydro-1,3,4a-triazabenz[5,4-a]azulene-2,4-dione. Reactions of 2-alkylamino-1-azaazulenes with aryl isocyanates gave 2-(N-ethyl-N′-arylureido)-1-azaazulenes initially, which rearranged to N-aryl-2-alkylamino-1-azaazulene-3-carboxamides and successive reaction with another molar amount of aryl isocyanate furnished uracil-fuzed

  2-氨基-1-氮杂氮杂烯与异氰酸苯酯反应，得到3-苯基-2 H -3，4-二氢-1,3,4a-三氮杂苯并[5,4 - a ]氮杂-2,4-二酮。的2-烷基氨基-1- azaazulenes与芳基异氰酸酯反应，得到2-（Ñ乙基Ñ '-arylureido）-1- azaazulenes最初，其重排成ñ -芳基-2-烷基氨基-1- azaazulene -3-羧酰胺和与另一摩尔量的异氰酸芳基酯连续反应，得到尿嘧啶熔融的1-氮杂氮杂环戊烷。2-哌啶子基-1-氮杂氮烯与异氰酸芳基酯的反应得到N-芳基-2-哌啶子基-1-氮杂氮烯-3-甲酰胺。2-（取代的氨基）-1-氮杂氮杂烯与氯磺酰基异氰酸酯的反应得到3-氰基-和3-氯-2-（取代的氨基）-1-氮杂氮杂烯。
• Studies on Heterocyclic Analogs of Azulene. VIII. Reaction of 2-Alkoxycyclohepta[6]pyrroles with Dimethyl Acetylenedicarboxylate
  作者：Noritaka Abe、Tarozaemon Nishiwaki

  DOI：10.1246/bcsj.54.1277

  日期：1981.4

  2-Alkoxycyclohepta[b] pyrroles reacted with dimethyl acetylenedicarboxylate to give tetramethyl 2-alkoxy-3H-2a-azacyclopenta[ef]heptalene-3,4,5,6-tetracarboxylates in benzene and dialkyl 2-(2-alkoxycyclohepta[b]pyrrol-1-yl)fumarate in alcoholic solvents.

  2-烷氧基环庚 [b] 吡咯与乙炔二羧酸二甲酯反应，在苯中生成 2-烷氧基-3H-2a-氮杂环戊二烯四甲酯 [ef]heptalene-3,4,5,6-tetracarboxylates 和二烷基 2-(2-alkoxycyclohepta[b]醇溶剂中的吡咯-1-基)富马酸酯。
• Azaazulene compounds which are useful as antiallergic and
  申请人：Kaken Pharmaceutical Co., Ltd.

  公开号：US05013736A1

  公开（公告）日：1991-05-07

  An azaazulene derivative having the general formula (I): ##STR1## wherein R.sup.1 is hydrogen atom or isopropyl group; the bond C N between C at the 2-position and N at the 1-position is single bond or double bond; when the bond C N is single bond, R.sup.2 is 5-tetrazolyl group, R.sup.3 is taken together with carbon atom to form carbonyl group at the 2-position, and R.sup.4 is hydrogen atom, an alkyl group having 1 to 18 carbon atoms, a lower alkenyl group, a lower alkyl group having oxygen atom or sulfur atom in carbon chain, a lower alkyl group having a halogen atom or cyano group, a lower alkyl group having heteroaromatic ring, a diphenyl lower alkyl group, or a lower alkyl group having hydrocarbon-aromatic ring with the general formula: ##STR2## in which W is single bond or carbonyl group, oxygen atom, sulfur atom or --CH.dbd.CH--, n is an integer of 1 to 6, and R.sup.1', R.sup.2' and R.sup.3' are the same or different and each is hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxyl group, trifluoromethyl group, hydroxyl group, a lower alkoxycarbonyl group, carboxyl group, acetyl group or cyano group; when the bond C N is double bond, N at the 1-position has no substituent R.sup.4, R.sup.2 is cyano group, and R.sup.3 is amino group or a salt thereof, azido group, a diphenyl lower alkyl amino group, a substituted phenyl amino group, a substituted piperazinyl group, a substituted homopiperazinyl group, an amino acid residue bonded by N terminal group in which C terminal group is carboxyl group or a lower alkyl ester thereof, or a lower alkyl amino group which may have an alkyl amino group that may be cyclic one, or a salt thereof, which is useful as an active ingredient of an antiallergic agent and an antiinflammatory agent and has also an inhibitory activity against histamine release, 5-lipoxygenase inhibiting activity, relaxing activity of smooth musculus trachealis and inhibitory activity against carrageenin edema, and further, is useful as medicine for prevention and treatment of bronchial asthma, allergic coryza, allergic conjunctivitis, urticaria, atopic dermatitis, other inflammatory diseases or the like.

  具有通式（I）的azaazulene衍生物：##STR1## 其中，R1是氢原子或异丙基基团；C位于2-位置和N位于1-位置之间的C N键是单键或双键；当C N键是单键时，R2是5-四唑基基团，R3与碳原子共同形成2-位置的羰基基团，R4是氢原子，具有1至18个碳原子的烷基基团，较低的烯基基团，在碳链中具有氧原子或硫原子的较低烷基基团，具有卤原子或氰基的较低烷基基团，具有杂环芳香环的较低烷基基团，二苯基较低烷基基团或具有通式的烷基基团：##STR2## 其中，W是单键或羰基基团，氧原子，硫原子或--CH.dbd.CH--，n是1至6的整数，R1'，R2'和R3'相同或不同，每个是氢原子，卤原子，较低的烷基基团，较低的烷氧基基团，三氟甲基基团，羟基基团，较低的烷氧羰基基团，羧基基团，乙酰基基团或氰基；当C N键是双键时，1-位置的N没有取代基R4，R2是氰基，R3是氨基或其盐，叠氮基，二苯基较低烷基氨基基团，取代苯氨基基团，取代哌嗪基团，取代吡啶基团，氨基酸残基通过N末端基团与羧基基团或较低烷基酯结合，或其盐，或具有环状的烷基氨基基团，或其盐。该化合物可用作抗过敏剂和抗炎剂的活性成分，并具有组胺释放抑制活性，5-脂氧酶抑制活性，平滑肌气管松弛活性和卡拉胶水肿抑制活性，并且可用作预防和治疗支气管哮喘，过敏性鼻炎，过敏性结膜炎，荨麻疹，特应性皮炎，其他炎症性疾病等的药物。
• USPP034918P2
  申请人：White Anthony Robin

  公开号：USPP034918P2

  公开（公告）日：2023-01-17

  A new cultivar of Daphne named ‘Blacir’ that is characterized by its bushy growth habit with natural branching (not requiring pinching), its height of 45 to 60 cm, its bright green and glossy foliage, its fragrant flowers that are deep pink in color, and its long blooming habit.

  一种名为“Blacir”的新品种瑞香，其特点是其灌木状的生长习性，具有自然分枝（不需要修剪），高度为45至60厘米，亮绿色和有光泽的叶片，深粉色芳香花朵和长时间的开花习惯。