Reference

Preparation of arylethenesulfonic acid pyrimidinylamides as endothelin receptor antagonists

Preparation of arylethenesulfonic acid pyrimidinylamides as endothelin receptor antagonists. Boss, Christoph; Bolli, Martin; Clozel, Martine; Fischli, Walter; Weller, Thomas (Actelion Pharmaceuticals Ltd., Switz.). PCT Int. Appl. WO 2002008200 A2 31 Jan 2002, 105 pp. DESIGNATED STATES: W: AE, AG, AL, AM, AT, AU, AZ, BA, BB, BG, BR, BY, BZ, CA, CH, CN, CR, CU, CZ, DE, DK, DM, DZ, EE, ES, FI, GB, GD, GE, GH, GM, HR, HU, ID, IL, IN, IS, JP, KE, KG, KP, KR, KZ, LC, LK, LR, LS, LT, LU, LV, MA, MD, MG, MK, MN, MW, MX, MZ, NO, NZ, PL, PT, RO, RU, SD, SE, SG, SI, SK, SL, TJ, TM, TR, TT, TZ, UA, UG, US, UZ, VN, YU, ZA, ZW, AM, AZ, BY, KG, KZ, MD, RU, TJ, TM; RW: AT, BE, BF, BJ, CF, CG, CH, CI, CM, CY, DE, DK, ES, FI, FR, GA, GB, GR, IE, IT, LU, MC, ML, MR, NE, NL, PT, SE, SN, TD, TG, TR. (English). (World Intellectual Property Organization). CODEN: PIXXD2. CLASS: ICM: C07D239-00. APPLICATION: WO 2001-EP7922 10 Jul 2001. PRIORITY: WO 2000-EP7006 21 Jul 2000. DOCUMENT TYPE: Patent CA Section: 28 (Heterocyclic Compounds (More Than One Hetero Atom)) Section cross-reference(s): 1 Title compds. [I; R1, R2 = aryl, heteroaryl; R3 = (substituted) Ph, benzofuryl, aryl, heteroaryl; R4 = H, halo, CF3, alkyl, alkylamino, alkoxy, alkylsulfono, alkylsulfinyl, alkylthio, alkylthioalkyl, hydroxyalkyl, alkoxyalkyl, hydroxyalkyloxyalkyl, hydroxyalkylamino, alkylaminoalkyl, amino, aryl, arylthio, aryloxy, aralkyloxy, aralkyl, arylsulfinyl, heteroaryl, heteroaryloxy, heteroarylalkyloxy, heteroarylamino, heteroarylthio, heteroarylalkylthio, heteroarylalkyl, heteroarylsulfinyl, heterocyclyl, heterocyclylalkyloxy, heterocyclyloxy, heterocyclylamino, heterocyclylalkylamino, heterocyclylthio, heterocyclylalkylthio; heterocyclylalkyl, heterocyclylsulfinyl, cycloalkyl, cycloalkoxy, cycloalkylalkoxy, etc.; R5, R6 = H, alkyl; X = O, S, NH, CH2, bond; Y = O, S, NH; Z = O, S, NH, bond; Q = (CH2)n, (CH2)mCYC(CH2)p; n = 2-6; m = 1-3; p = 0-3], were prepd. Thus, NaH in THF was treated with 2-phenylethenesulfonic acid [6-(2-hydroxyethoxy)-5-p-tolylpyrimidin-4-yl]amide (prepn. given); after 1 h stirring 5-bromo-2-chloropyrimidine was added and stirring continued for 21 h at 80° to give 2-phenylethenesulfonic acid [6-[2-(5-bromopyrimidin-2-yloxy)ethoxy]-5-p-tolylpyrimidin-4-yl]amide. The latter antagonized endothelin ETA receptors with IC50 = 1.8 nM. Keywords arylethenesulfonyl pyrimidinylamide prepn endothelin receptor antagonist diabetes complication treatment arylethenesulfonyl pyrimidinylamide prepn antiinflammatory arylethenesulfonyl pyrimidinylamide prepn antimigraine arylethenesulfonyl pyrimidinylamide prepn anticancer arylethenesulfonyl pyrimidinylamide prepn antianginal arylethenesulfonyl pyrimidinylamide prepn vasospasm treatment arylethenesulfonyl pyrimidinylamide prepn ischemia treatment arylethenesulfonyl pyrimidinylamide prepn hypertension treatment arylethenesulfonyl pyrimidinylamide prepn Index Entries Endothelin receptors ETA, antagonists; prepn. of arylethenesulfonic acid pyrimidinylamides as endothelin receptor antagonists Endothelin receptors ETB, antagonists; prepn. of arylethenesulfonic acid pyrimidinylamides as endothelin receptor antagonists Anti-inflammatory agents Antianginal agents Antihypertensives Antimigraine agents Antitumor agents prepn. of arylethenesulfonic acid pyrimidinylamides as endothelin receptor antagonists Blood vessel, disease spasm, treatment; prepn. of arylethenesulfonic acid pyrimidinylamides as endothelin receptor antagonists Diabetes mellitus treatment of complications; prepn. of arylethenesulfonic acid pyrimidinylamides as endothelin receptor antagonists Ischemia treatment; prepn. of arylethenesulfonic acid pyrimidinylamides as endothelin receptor antagonists 394204-62-7 394204-63-8 394204-65-0 394204-67-2 394204-69-4 394204-70-7 394204-71-8 394204-72-9 394204-73-0 394204-74-1 394204-75-2 394204-76-3 394204-77-4 394204-78-5 394204-79-6 394204-80-9 394204-81-0 prepn. of 394204-59-2 394204-60-5 394204-61-6 394205-22-2 394205-23-3 394205-24-4 394205-25-5 394205-26-6 394205-27-7 394205-28-8 394205-29-9 394205-30-2 394205-31-3 394205-32-4 394205-33-5 394205-34-6 394205-35-7 394205-36-8 394205-37-9 394205-38-0 394205-39-1 394205-40-4 394205-41-5 394205-42-6 394205-43-7 394205-44-8 394205-45-9 394205-47-1 394205-48-2 394205-49-3 394205-51-7 394205-53-9 394205-55-1 394205-57-3 394205-60-8 394205-62-0 394205-64-2 394205-66-4 394205-68-6 394205-69-7 394205-70-0 394205-72-2 394205-75-5 394205-77-7 394205-79-9 394205-81-3 394205-83-5 394205-85-7 394205-87-9 394205-89-1 394205-91-5 394205-93-7 394205-95-9 394205-97-1 394205-99-3 394206-00-9 394206-01-0 394206-02-1 394206-04-3 394206-05-4 394206-06-5 394206-07-6 394206-08-7 394206-09-8 394206-10-1 394206-11-2 394206-12-3 394206-13-4 394206-14-5 394206-15-6 394206-16-7 394206-17-8 394206-18-9 394206-19-0 394206-20-3 394206-21-4 394206-22-5 394206-23-6 394206-24-7 394206-25-8 394206-26-9 394206-27-0 394206-28-1 394206-29-2 394206-30-5 394206-31-6 394206-32-7 394206-33-8 394206-34-9 394206-35-0 394206-36-1 394206-37-2 394206-38-3 394206-39-4 394206-40-7 394206-41-8 394206-42-9 394206-43-0 394206-44-1 394206-45-2 394206-46-3 394206-47-4 394206-48-5 394206-49-6 394206-50-9 394206-51-0 394206-52-1 394206-53-2 394206-54-3 394206-55-4 394206-56-5 394206-57-6 394206-58-7 394206-59-8 394206-60-1 394206-61-2 394206-62-3 394206-63-4 394206-64-5 394206-65-6 394206-66-7 394206-67-8 394206-68-9 394206-69-0 394206-70-3 394206-71-4 394206-72-5 394206-73-6 394206-74-7 394206-75-8 394206-76-9 394206-77-0 394206-78-1 394206-79-2 394206-80-5 394206-81-6 394206-82-7 394206-83-8 394206-84-9 394206-85-0 394206-86-1 394206-87-2 394206-88-3 394206-89-4 394206-90-7 394206-91-8 394206-92-9 394206-93-0 394206-94-1 394206-95-2 394206-96-3 394206-97-4 394206-98-5 394206-99-6 394207-00-2 394207-01-3 394207-02-4 394207-03-5 394207-04-6 394207-05-7 394207-06-8 394207-07-9 394207-08-0 394207-09-1 394207-10-4 394207-11-5 394207-12-6 394207-13-7 394207-14-8 394207-15-9 394207-16-0 394207-17-1 394207-18-2 394207-19-3 394207-20-6 394207-21-7 394207-22-8 394207-23-9 394207-24-0 394207-25-1 394207-26-2 394207-27-3 394207-28-4 394207-29-5 394207-30-8 394207-31-9 394207-32-0 394207-33-1 394207-34-2 394207-35-3 394207-36-4 394207-37-5 394207-38-6 394207-39-7 394207-40-0 394207-41-1 394207-42-2 394207-43-3 394207-44-4 394207-45-5 394207-46-6 394207-47-7 394207-48-8 394207-49-9 394207-50-2 394207-51-3 394207-52-4 394207-53-5 394207-54-6 394207-55-7 394207-56-8 394207-57-9 394207-58-0 394207-59-1 394207-60-4 394207-61-5 394207-62-6 394207-63-7 394207-64-8 394207-65-9 83-13-6 107-21-1, reactions 616-38-6 1722-12-9 4091-26-3 5638-78-8 6313-33-3 6345-27-3 14508-49-7 23786-14-3 29148-27-4 32779-36-5 34743-88-9 41841-16-1 52334-81-3 52449-43-1 57297-29-7 138588-40-6 138588-41-7 394207-66-0 394207-67-1 3974-18-3 3979-80-4 34402-92-1 146533-43-9 329923-71-9 394204-82-1 394204-83-2 394204-84-3 394204-85-4 394204-86-5 394204-87-6 394204-88-7 394204-89-8 394204-90-1 394204-91-2 394204-93-4 394204-95-6 394204-96-7 394204-98-9 394205-00-6 394205-02-8 394205-03-9 394205-05-1 394205-08-4 394205-09-5 394205-10-8 394205-12-0 394205-13-1 394205-14-2 394205-15-3 394205-16-4 394205-17-5 394205-18-6 394205-19-7 394205-20-0 394205-21-1 prepn. of arylethenesulfonic acid pyrimidinylamides as endothelin receptor antagonists

Organopalladium(II) complexes containing carbon-bonded heterocycles as a ligand

Organopalladium(II) complexes containing carbon-bonded heterocycles as a ligand. Isobe, Kiyoshi; Nanjo, Kazuharu; Nakamura, Yukio; Kawaguchi, Shinichi (Fac. Sci., Osaka City Univ., Osaka 558, Japan). Bull. Chem. Soc.Several reagents with their cas registry numbers 108093-23-8 and 14508-49-7 are used here. Jpn., 59(7), 2141-9 (English) 1986. CODEN: BCSJA8. ISSN: 0009-2673. DOCUMENT TYPE: Journal CA Section: 29 (Organometallic and Organometalloidal Compounds) Section cross-reference(s): 67 Oxidative addn. reactions of 2-chloropyridine, 2,6-dichloropyridine, 2-chloropyrazine, and 2-chlorobenzothiazole with Pd(PPh3)4 gave [{PdCl(R)(PPh3)}2] [I; R = C(2),N-bonded pyridinyl, 6-chloropyridinyl, benzothiazolyl] or trans-[PdCl(R)(PPh3)2] (II; R = same, with C(2)-bonding only). They are all stable and the chloride ligand was readily replaced by other halides and pseudohalides. I and II (R = 6-chloropyridinyl for both) catalyzed the cross-coupling reaction between 2,6-dichloropyridine and MeMgBr to afford 2-methyl-6-chloropyridine selectively. II (R = 6-chloropyridinyl) reacted with CO to form acyl complex trans-[PdCl(COR)(PPh3)2] (R = same). .