3-ピリジルニコチンアミド

3-ピリジルニコチンアミド
	優先IUPAC名 N-(Pyridin-3-yl)pyridine-3-carboxamide
	別称 3-pna; 3-pyridinecarboxamide, N-3-pyridinyl-; N-(Pyridin-3-yl)nicotinamide
識別情報
CAS登録番号	13160-06-0
PubChem	202725
ChemSpider	175548
UNII	M9RK4LD77M
ChEMBL	CHEMBL1358838
	SMILES O=C(Nc1cccnc1)c2cccnc2;
	InChI InChI=1S/C11H9N3O/c15-11(9-3-1-5-12-7-9)14-10-4-2-6-13-8-10/h1-8H,(H,14,15) Key: HMCAHAHCCWFPOF-UHFFFAOYSA-N;
特性
化学式	C11H9N3O
モル質量	199.20 g/mol
密度	1.287 g/cm3
沸点	286.08 °C, 559 K, 547 °F
構造
双極子モーメント	0 D
危険性
引火点	127 °C (261 °F; 400 K)
関連する物質
関連物質	4,4'-ビピリジン; ピリジン; ニコチンアミド; 3-アミノピリジン; 4-ピリジルニコチンアミド
	特記なき場合、データは常温 (25 °C)・常圧 (100 kPa) におけるものである。

3-ピリジルニコチンアミド(3-pyridylnicotinamide)または、N-(ピリジン-3-イル)ニコチンアミド(N-(pyridin-3-yl)nicotinamide)は、ニコチノイルクロリドと3-アミノピリジンの反応で合成される捻じれたジピリジンである^[1]。異性体である4-ピリジルニコチンアミドのように、ピリジン環の窒素原子は、その孤立電子対を金属カチオンに供出して、金属中心同士を繋ぎ、配位高分子の二座の配位子として作用する^[2]^[3]^[4]^[5]^[6]。ガス吸収能を持ちうる配位高分子に用いられる^[2]^[3]。

出典

^ Zheng, X.; Salgia, S. R.; Thompson, W. B.; Dillingham, E. O.; Bond, S. E.; Feng, Z.; Prasad, K. R.; Gollamudi, R. (1995). “Design and Synthesis of Piperidine-3-carboxamides as Human Platelet Aggregation Inhibitors”. Journal of Medicinal Chemistry 38 (1): 180–188. doi:10.1021/jm00001a023. PMID 7837229.
^ ^a ^b Uemura, K.; Kitagawa, S.; Fukui, K. I.; Saito, K. (2004). “A Contrivance for a Dynamic Porous Framework: Cooperative Guest Adsorption Based on Square Grids Connected by Amide−Amide Hydrogen Bonds”. Journal of the American Chemical Society 126 (12): 3817–3828. doi:10.1021/ja039914m. PMID 15038736.
^ ^a ^b Uemura, K.; Kitagawa, S.; Kondo, M.; Fukui, K. I.; Kitaura, R.; Chang, H. C.; Mizutani, T. (2002). “Novel Flexible Frameworks of Porous Cobalt(II) Coordination Polymers That Show Selective Guest Adsorption Based on the Switching of Hydrogen-Bond Pairs of Amide Groups”. Chemistry: A European Journal 8 (16): 3586–4100. doi:10.1002/1521-3765(20020816)8:16<3586::AID-CHEM3586>3.0.CO;2-K. PMID 12203285.
^ Kumar, D. K.; Das, A.; Dastidar, P. (2007). “Supramolecular structural diversities in the metal?organic frameworks derived from pyridylamide ligands: Studying the effects of ligating topologies, hydrogen bonding backbone of the ligands and counter anions”. CrystEngComm 9 (7): 548. doi:10.1039/B701782K.
^ Banerjee, S.; Adarsh, N. N.; Dastidar, P. (2010). “Selective Separation of the Sulfate Anion by in Situ Crystallization of CdII Coordination Compounds Derived from Bis(pyridyl) Ligands Equipped with a Urea/Amide Hydrogen-Bonding Backbone”. European Journal of Inorganic Chemistry 2010 (24): 3770. doi:10.1002/ejic.201000359.
^ Kumar, D. K.; Das, A.; Dastidar, P. (2007). “Conformation dependent network structures in the coordination polymers derived from pyridylisonicotinamides, carboxylates and Co(ii): Entrapment of (H2O)14 water cluster of an unprecedented topology”. CrystEngComm (Royal Society of Chemistry) 9 (10): 895. doi:10.1039/B705851A.

[1] Zheng, X.; Salgia, S. R.; Thompson, W. B.; Dillingham, E. O.; Bond, S. E.; Feng, Z.; Prasad, K. R.; Gollamudi, R. (1995). “Design and Synthesis of Piperidine-3-carboxamides as Human Platelet Aggregation Inhibitors”. Journal of Medicinal Chemistry 38 (1): 180–188. doi:10.1021/jm00001a023. PMID 7837229.

[GTS-2] Uemura, K.; Kitagawa, S.; Fukui, K. I.; Saito, K. (2004). “A Contrivance for a Dynamic Porous Framework: Cooperative Guest Adsorption Based on Square Grids Connected by Amide−Amide Hydrogen Bonds”. Journal of the American Chemical Society 126 (12): 3817–3828. doi:10.1021/ja039914m. PMID 15038736.

[QQ-3] Uemura, K.; Kitagawa, S.; Kondo, M.; Fukui, K. I.; Kitaura, R.; Chang, H. C.; Mizutani, T. (2002). “Novel Flexible Frameworks of Porous Cobalt(II) Coordination Polymers That Show Selective Guest Adsorption Based on the Switching of Hydrogen-Bond Pairs of Amide Groups”. Chemistry: A European Journal 8 (16): 3586–4100. doi:10.1002/1521-3765(20020816)8:16<3586::AID-CHEM3586>3.0.CO;2-K. PMID 12203285.

[4] Kumar, D. K.; Das, A.; Dastidar, P. (2007). “Supramolecular structural diversities in the metal?organic frameworks derived from pyridylamide ligands: Studying the effects of ligating topologies, hydrogen bonding backbone of the ligands and counter anions”. CrystEngComm 9 (7): 548. doi:10.1039/B701782K.

[5] Banerjee, S.; Adarsh, N. N.; Dastidar, P. (2010). “Selective Separation of the Sulfate Anion by in Situ Crystallization of CdII Coordination Compounds Derived from Bis(pyridyl) Ligands Equipped with a Urea/Amide Hydrogen-Bonding Backbone”. European Journal of Inorganic Chemistry 2010 (24): 3770. doi:10.1002/ejic.201000359.

[6] Kumar, D. K.; Das, A.; Dastidar, P. (2007). “Conformation dependent network structures in the coordination polymers derived from pyridylisonicotinamides, carboxylates and Co(ii): Entrapment of (H2O)14 water cluster of an unprecedented topology”. CrystEngComm (Royal Society of Chemistry) 9 (10): 895. doi:10.1039/B705851A.

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