US 11,864,557 B2
Heteroaryl-triazole and heteroaryl-tetrazole compounds as pesticides
Alexander Arlt, Cologne (DE); Werner Hallenbach, Nordhorn (DE); Hans-Georg Schwarz, Dorsten (DE); Martin Fuesslein, Duesseldorf (DE); Heinz-Juergen Wroblowsky, Langenfeld (DE); Estella Buscato Arsequell, Frankfurt am Main (DE); Marc Linka, Duesseldorf (DE); Kerstin Ilg, Cologne (DE); Arunas Jonas Damijonaitis, Leverkusen (DE); Ulrich Ebbinghaus-Kintscher, Dortmund (DE); Ulrich Goergens, Ratingen (DE); Yolanda Cancho Grande, Leverkusen (DE); Peter Jeschke, Bergisch Gladbach (DE); Joachim Telser, Wuppertal (DE); Iring Heisler, Duesseldorf (DE); and Andreas Turberg, Haan (DE)
Assigned to BAYER AKTIENGESELLSCHAFT, Leverkusen (DE)
Filed by BAYER AKTIENGESELLSCHAFT, Leverkusen (DE)
Filed on Sep. 29, 2022, as Appl. No. 17/936,588.
Application 17/936,588 is a division of application No. 17/049,722, granted, now 11,528,907, previously published as PCT/EP2019/060077, filed on Apr. 18, 2019.
Claims priority of application No. 18169333 (EP), filed on Apr. 25, 2018; application No. 18188221 (EP), filed on Aug. 9, 2018; and application No. 18207519 (EP), filed on Nov. 21, 2018.
Prior Publication US 2023/0063447 A1, Mar. 2, 2023
This patent is subject to a terminal disclaimer.
Int. Cl. A01N 43/653 (2006.01); A01N 43/82 (2006.01); A01P 7/04 (2006.01); C07D 401/04 (2006.01); C07D 401/14 (2006.01); C07D 403/04 (2006.01); C07D 409/04 (2006.01); C07D 413/04 (2006.01); C07D 417/04 (2006.01); C07D 471/04 (2006.01)
CPC A01N 43/653 (2013.01) [A01N 43/82 (2013.01); A01P 7/04 (2021.08); C07D 401/04 (2013.01); C07D 401/14 (2013.01); C07D 403/04 (2013.01); C07D 409/04 (2013.01); C07D 413/04 (2013.01); C07D 417/04 (2013.01); C07D 471/04 (2013.01)] 1 Claim
 
1. A compound of formula (a)

OG Complex Work Unit Chemistry
in which
Q1 and Q2 are independently CR5 or N, provided at least one of Q1 and Q2 is N;
Y is a direct bond or CH2;
R1 is hydrogen; C1-C6alkyl optionally substituted with one substituent selected from —CN, —CONH2, —COOH, —NO2 and —Si(CH3)3; C1-C6haloalkyl; C2-C6alkenyl; C2-C6haloalkenyl; C2-C6alkynyl; C2-C6haloalkynyl; C3-C4cycloalkyl-C1-C2alkyl-wherein the C3-C4cycloalkyl is optionally substituted with one or two halogen atoms; oxetan-3-yl-CH2—or benzyl optionally substituted with halogen atoms or C1-C3haloalkyl;
R3 is C1-C3alkyl or C1-C3haloalkyl;
R4 is pyridine, pyrimidine, pyrazine or pyridazine, wherein the pyridine, pyrimidine, pyrazine or pyridazine is substituted with two to three substituents independently selected from the group consisting of
halogen, hydroxy, —CN, —COOH, —SO2NH2, —CONH2, —CSNH2, —NO2, —SF5, —NH2;
and in each case optionally substituted with C1-C6alkyl, C3-C6cycloalkyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C1-C6alkylthio, C1-C6alkylsulfinyl, C1-C6alkylsulfonyl, C3-C6cycloalkylsulfanyl, C3-C6cycloalkylsulfinyl, C3-C6cycloalkylsulfonyl, C1-C6haloalkylthio, C1-C6haloalkylsulfinyl, C1-C6haloalkylsulfonyl, —NH(C1-C6alkyl), —N(C1-C6alkyl)2, —NHCO—C1-C6alkyl, —N(C1-C6alkyl)CO—C1-C6alkyl, —CO2C1-C6alkyl, —CONH(C1-C6alkyl), —CON(C1-C6alkyl)2, —C(═NOC1-C6alkyl)H, —C(═NOC1-C6alkyl)-C1-C6alkyl, phenyl and 5- to 6-membered heteroaryl;
or
R4 is pyridine, pyrimidine, pyrazine or pyridazine, wherein the pyridine, pyrimidine, pyrazine or pyridazine is substituted with a total of one to three substituent(s), provided at least one and up to three substituent(s) are independently selected from group A consisting of
—CN, —COOH, —SO2NH2, —CONH2, —CSNH2, —NO2, —SF5, —NH2, substituted C3-C4cycloalkyl;
and C1-C3alkyl and C1-C3alkoxy, both substituted with one to three substituents independently selected from the group consisting of —NH2, —OH, —NO2, —CN, —SH, CO2C1-C4alkyl, —CONH2, SF5, —SO2NH2, C3-C4cycloalkyl, C2-C4alkenyl, C5-C6cycloalkenyl, C2-C4alkynyl, —NH(C1-C6alkyl), —N(C1-C6alkyl)2, N—C1-C4alkanoylamino, C1-C4alkoxy, C1-C4haloalkoxy, C2-C4alkenyloxy, C2-C4alkynyloxy, C3-C4cycloalkoxy, C5-C6cycloalkenyloxy, C1-C4alkoxycarbonyl, C2-C4alkenyloxycarbonyl, C2-C4alkynyloxycarbonyl, C6-C10-, C14-aryloxycarbonyl, C1-C4alkanoyl, C2-C4alkenylcarbonyl, C2-C4alkynylcarbonyl, C6-, C10-, C14-arylcarbonyl, C1-C4alkylthio, C1-C4haloalkylthio, C3-C4cycloalkylthio, C2-C4alkenylthio, C5-C6cycloalkenylthio, C2-C4alkynylthio, C1-C4alkylsulfinyl, C1-C4haloalkylsulfinyl, C1-C4alkylsulfonyl, C1-C4haloalkylsulfonyl, —SO2 —NH(C1-C6alkyl), —SO2-N(C1-C6alkyl)2, C1-C4alkylphosphinyl, C1-C4alkylphosphonyl, N—C1-C4alkylaminocarbonyl, N,N-di-C1-C4alkylaminocarbonyl, N—C1-C4alkanoylaminocarbonyl, N—C1-C4alkanoyl-N—C1-C4alkylaminocarbonyl, C6-, C10-, C14-aryl, C6-, C10-, C14-aryloxy, benzyl, benzyloxy, benzylthio, C6-, C10-, C14-arylthio, C6-, C10-, C14-arylamino, benzylamino, heterocyclyl, heteroaryl and trialkylsilyl, and substituents bonded via a double bond, optionally C1-C4alkylidene optionally methylidene or ethylidene), an oxo group, an imino group and a substituted imino group;
and in each case optionally substituted with —CO2—C1-C6alkyl, C5-C6cycloalkyl, C4-C6alkyl, C4-C6haloalkyl, C4-C6alkoxy, C1-C6haloalkoxy, C1-C6alkylthio, C1-C6alkylsulfinyl, C1-C6alkylsulfonyl, C3-C6cycloalkylsulfanyl, C3-C6cycloalkylsulfinyl, C3-C6cycloalkylsulfonyl, C1-C6haloalkylthio, C1-C6haloalkylsulfinyl, C1-C6haloalkylsulfonyl, C2-C4alkenylsulfanyl, C2-C4alkenylsulfinyl, C2-C4alkenylsulfonyl, C2-C4alkinylsulfanyl, C2-C4alkinylsulfinyl, C2-C4alkinylsulfonyl, phenylsulfanyl, phenylsulfinyl, phenylsulfonyl, S—C1-C6alkylsulfinimidoyl, S—C3-C6cycloalkylsulfinimidoyl, S—C2-C6alkenylsulfinimidoyl, S—C2-C6alkinylsulfinimidoyl, S-phenylsulfinimidoyl, S—C1-C6alkylsulfonimidoyl, S—C3-C6cycloalkylsulfonimidoyl, S—C2-C6alkenylsulfonimidoyl, S—C2-C6alkinylsulfonimidoyl, S-phenylsulfonimidoyl, —NH(C1-C6alkyl), —N(C1-C6alkyl)2, —NHCO—C1-C6alkyl, —N(C1-C6alkyl)CO—C1-C6alkyl, —N(C3-C6cycloalkyl)CO—C1-C6alkyl, —NHCO—C3-C6cycloalkyl, —NHCO—C1-C6alkyl-C3-C6cycloalkyl, —N(C1-C6alkyl)CO—(C3-C6cycloalkyl), —N(C3-C6cycloalkyl)CO—(C3-C6cycloalkyl), —N(C1-C6alkyl)CO-phenyl, —N(C3-C6cycloalkyl)CO-phenyl, —NHCO-phenyl, —N(CO—C1-C6alkyl)2, —N(CO—C3-C6cycloalkyl)2, —N(CO-phenyl)2, —N(CO—C3-C6cycloalkyl)(CO—C1-C6alkyl), —N(CO—C3-C6cycloalkyl)(CO-phenyl), —N(CO—C1-C6alkyl)(CO-phenyl), —CONH(C1-C6alkyl), —CON(C1-C6alkyl)2, —CONH(C3-C6cycloalkyl), —CON(C1-C6alkyl)(C3-C6cycloalkyl), —CON(C3-C6cycloalkyl)2, —CONH—SO2—C1-C6alkyl, —CONH—SO2-phenyl, —CONH—SO2—(C3-C6cycloalkyl), —CON(C1-C6alkyl)-SO2—C1-C6alkyl, —CON(C1-C6alkyl)-SO2-phenyl, —CON(C1-C6alkyl)-SO2—(C3-C6cycloalkyl), —CONH-phenyl, —CON(C1-C6alkyl)phenyl, —CON(C3-C6cycloalkyl)phenyl, —N(SO2C1-C6alkyl)2, —N(SO2C1-C6haloalkyl)2, —N(SO2C3-C6cycloalkyl)2, —N(SO2C1-C6alkyl)SO2-phenyl, —N(SO2C3-C6cycloalkyl)SO2-phenyl, —NHSO2—C1-C6alkyl, —NHSO2—C1-C6haloalkyl, —N(C1-C6alkyl)SO2—C1-C6alkyl, —N(C3-C6cycloalkyl)SO2—C1-C6alkyl, —NHSO2-phenyl, —N(C1-C6alkyl)SO2-phenyl, —N(C3-C6cycloalkyl)SO2-phenyl, —NHSO2—C3-C6cycloalkyl, —N(C1-C6alkyl)SO2—(C3-C6cycloalkyl), —N(C3-C6cycloalkyl)SO2—(C3-C6cycloalkyl), —SO2NH(C1-C6alkyl), —SO2N(C1-C6alkyl)2, —SO2N(C1-C6alkyl)(C3-C6cycloalkyl), —SO2NH(C3-C6cycloalkyl), —SO2N(C3-C6cycloalkyl)2, —SO2NH(phenyl), —SO2N(C1-C6alkyl)(phenyl), —SO2N(C1-C4cycloalkyl)(phenyl), —NHCS—C1-C6alkyl, —N(C1-C6alkyl)CS—C1-C6alkyl, —N(C3-C6cycloalkyl)CS—C1-C6alkyl, —NHCS—C3-C6cycloalkyl, —N(C1-C6alkyl)CS—(C3-C6cycloalkyl), —N(C3-C6cycloalkyl)CS—(C3-C6cycloalkyl), —N(C1-C6alkyl)CS-phenyl, —N(C3-C6cycloalkyl)CS-phenyl, —NHCS-phenyl, —CSNH(C1-C6alkyl), —CSN(C1-C6alkyl)2, —CSNH(C3-C6cycloalkyl), —CSN(C1-C6alkyl)(C3-C6cycloalkyl), —CSN(C3-C6cycloalkyl)2, —CSNH-phenyl, —CSN(C1-C6alkyl)phenyl, —CSN(C3-C6cycloalkyl)phenyl, —C(═NOC1-C6alkyl)H, —C(═NOC1-C6alkyl)-C1-C6alkyl, phenyl and 5- to 6-membered heteroaryl;
and the other one to two optional substituent(s) are each independently selected from group B consisting of
halogen, hydroxy, —CN, —COOH, —CONH2, —NO2, —NH2;
and in each case optionally substituted with C1-C6alkyl, C3-C6cycloalkyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C1-C6alkylthio, C1-C6alkylsulfinyl, C1-C6alkylsulfonyl, C1-C6haloalkylthio, C1-C6haloalkylsulfinyl, C1-C6haloalkylsulfonyl, —NH(C1-C6alkyl), —N(C1-C6alkyl)2, —NHCO—C1-C6alkyl, —N(C1-C6alkyl)CO—C1-C6alkyl, —CO2C1-C6alkyl, —CONH(C1-C6alkyl), —CON(C1-C6alkyl)2, —C(═NOC1-C6alkyl)H, —C(═NOC1-C6alkyl)-C1-C6alkyl, phenyl and 5- to 6-membered heteroaryl;
or
R4 is a 5-membered heteroaryl optionally substituted with one to three substituents independently selected from the group consisting of
halogen, hydroxy, —CN, —COOH, —CONH2, —CSNH2, —SO2NH2, —NO2, —SF5, —NH2;
and in each case optionally substituted with —CO2—C1-C6alkyl, C1-C6alkyl, C3-C6cycloalkyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C1-C6alkylthio, C1-C6alkylsulfinyl, C1-C6alkylsulfonyl, C3-C6cycloalkylsulfanyl, C3-C6cycloalkylsulfinyl, C3-C6cycloalkylsulfonyl, C1-C6haloalkylthio, C1-C6haloalkylsulfinyl, C1-C6haloalkylsulfonyl, C2-C4alkenylsulfanyl, C2-C4alkenylsulfinyl, C2-C4alkenylsulfonyl, C2-C4alkinylsulfanyl, C2-C4alkinylsulfinyl, C2-C4alkinylsulfonyl, phenylsulfanyl, phenylsulfinyl, phenylsulfonyl, S—C1-C6alkylsulfinimidoyl, S—C3-C6cycloalkylsulfinimidoyl, S—C2-C6alkenylsulfinimidoyl, S—C2-C6alkinylsulfinimidoyl, S-phenylsulfinimidoyl, S—C1-C6alkylsulfonimidoyl, S—C3-C6cycloalkylsulfonimidoyl, S—C2-C6alkenylsulfonimidoyl, S—C2-C6alkinylsulfonimidoyl, S-phenylsulfonimidoyl, —NH(C1-C6alkyl), —N(C1-C6alkyl)2, —NHCO—C1-C6alkyl, —N(C1-C6alkyl)CO—C1-C6alkyl, —N(C3-C6cycloalkyl)CO—C1-C6alkyl, —NHCO—C3-C6cycloalkyl, —N(C1-C6alkyl)CO-(C3-C6cycloalkyl), —N(C3-C6cycloalkyl)CO—(C3-C6cycloalkyl), —N(C1-C6alkyl)CO-phenyl, —N(C3-C6cycloalkyl)CO-phenyl, —NHCO-phenyl, —N(CO—C1-C6alkyl)2, —N(CO—C3-C6cycloalkyl)2, —N(CO-phenyl)2, —N(CO—C3-C6cycloalkyl)(CO—C1-C6alkyl), —N(CO—C3-C6cycloalkyl)(CO-phenyl), —N(CO—C1-C6alkyl)(CO-phenyl), —CONH(C1-C6alkyl), —CON(C1-C6alkyl)2, —CONH(C3-C6cycloalkyl), —CON(C1-C6alkyl)(C3-C6cycloalkyl), —CON(C3-C6cycloalkyl)2, —CONH—SO2—C1-C6alkyl, —CONH—SO2-phenyl, —CONH—SO2-(C3-C6cycloalkyl), —CON(C1-C6alkyl)-SO2—C1-C6alkyl, —CON(C1-C6alkyl)-SO2-phenyl, —CON(C1-C6alkyl)-SO2—(C3-C6cycloalkyl), —CONH-phenyl, —CON(C1-C6alkyl)phenyl, —CON(C3-C6cycloalkyl)phenyl, —N(SO2C1-C6alkyl)2, —N(SO2C1-C6haloalkyl)2, —N(SO2C3-C6cycloalkyl)2, —N(SO2C1-C6alkyl)5O2-phenyl, —N(SO2C3-C6cycloalkyl)SO2-phenyl, —NHSO2—C1-C6alkyl, —NHSO2—C1-C6haloalkyl, —N(C1-C6alkyl)SO2—C1-C6alkyl, —N(C3-C6cycloalkyl)SO2—C1-C6alkyl, —NHSO2-phenyl, —N(C1-C6alkyl)SO2-phenyl, —N(C3-C6cycloalkyl)SO2-phenyl, —NHSO2—C3-C6cycloalkyl, —N(C1-C6alkyl)SO2—(C3-C6cycloalkyl), —N(C3-C6cycloalkyl)SO2—(C3-C6cycloalkyl), —SO2NH(C1-C6alkyl), —SO2N(C1-C6alkyl)2, —SO2N(C1-C6alkyl)(C3-C6cycloalkyl), —SO2NH(C3-C6cycloalkyl), —SO2N(C3-C6cycloalkyl)2, —SO2NH(phenyl), —SO2N(C1-C6alkyl)(phenyl), —SO2N(C1-C4cycloalkyl)(phenyl), —NHCS—C1-C6alkyl, —N(C1-C6alkyl)CS—C1-C6alkyl, —N(C3-C6cycloalkyl)CS—C1-C6alkyl, —NHCS—C3-C6cycloalkyl, —N(C1-C6alkyl)CS—(C3-C6cycloalkyl), —N(C3-C6cycloalkyl)CS—(C3-C6cycloalkyl), —N(C1-C6alkyl)CS-phenyl, —N(C3-C6cycloalkyl)CS-phenyl, —NHCS-phenyl, —CSNH(C1-C6alkyl), —CSN(C1-C6alkyl)2, —CSNH(C3-C6cycloalkyl), —CSN(C1-C6alkyl)(C3-C6cycloalkyl), —CSN(C3-C6cycloalkyl)2, —CSNH-phenyl, —CSN(C1-C6alkyl)phenyl, —CSN(C3-C6cycloalkyl)phenyl, —C(═NOC1-C6alkyl)H, —C(═NOC1-C6alkyl)-C1-C6alkyl, phenyl and 5- to 6-membered heteroaryl;
or
R4 is a heterocyclic ring which is selected from the group consisting of 4- to 10-membered saturated or partially unsaturated heterocyclyl, 9-membered heteroaryl and 10-membered heteroaryl, each of which is optionally substituted with one to three substituents independently selected from the group consisting of
halogen, ═O (oxo), hydroxy, —CN, —COOH, —SO2NH2, —CONH2, —CSNH2, —NO2, —SF5, —NH2;
and in each case optionally substituted with —CO2—C1-C6alkyl, C1-C6alkyl, C3-C6cycloalkyl, C3-C6cycloalkyl-C1-C6alkyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C1-C6alkylthio, C1-C6alkylsulfinyl, C1-C6alkylsulfonyl, C3-C6cycloalkylsulfanyl, C3-C6cycloalkylsulfinyl, C3-C6cycloalkylsulfonyl, C1-C6haloalkylthio, C1-C6haloalkylsulfinyl, C1-C6haloalkylsulfonyl, C2-C4alkenylsulfanyl, C2-C4alkenylsulfinyl, C2-C4alkenylsulfonyl, C2-C4alkinylsulfanyl, C2-C4alkinylsulfinyl, C2-C4alkinylsulfonyl, phenylsulfanyl, phenylsulfinyl, phenylsulfonyl, S—C1-C6alkylsulfinimidoyl, S—C3-C6cycloalkylsulfinimidoyl, S—C2-C6alkenylsulfinimidoyl, S—C2-C6alkinylsulfinimidoyl, S-phenylsulfinimidoyl, S—C1-C6alkylsulfonimidoyl, S—C3-C6cycloalkylsulfonimidoyl, S—C2-C6alkenylsulfonimidoyl, S—C2-C6alkinylsulfonimidoyl, S-phenylsulfonimidoyl, —NH(C1-C6alkyl), —N(C1-C6alkyl)2, —NHCO—C1-C6alkyl, —N(C1-C6alkyl)CO—C1-C6alkyl, —N(C3-C6cycloalkyl)CO—C1-C6alkyl, —NHCO—C3-C6cycloalkyl, —N(C1-C6alkyl)CO-(C3-C6cycloalkyl), —N(C3-C6cycloalkyl)CO—(C3-C6cycloalkyl), —N(C1-C6alkyl)CO-phenyl, —N(C3-C6cycloalkyl)CO-phenyl, —NHCO-phenyl, —N(CO—C1-C6alkyl)2, —N(CO—C3-C6cycloalkyl)2, —N(CO-phenyl)2, —N(CO—C3-C6cycloalkyl)(CO—C1-C6alkyl), —N(CO—C3-C6cycloalkyl)(CO-phenyl), —N(CO—C1-C6alkyl)(CO-phenyl), —CONH(C1-C6alkyl), —CON(C1-C6alkyl)2, —CONH(C3-C6cycloalkyl), —CON(C1-C6alkyl)(C3-C6cycloalkyl), —CON(C3-C6cycloalkyl)2, —CONH—SO2—C1-C6alkyl, —CONH—SO2-phenyl, —CONH—SO2-(C3-C6cycloalkyl), —CON(C1-C6alkyl)-SO2—C1-C6alkyl, —CON(C1-C6alkyl)-SO2-phenyl, —CON(C1-C6alkyl)-SO2—(C3-C6cycloalkyl), —CONH-phenyl, —CON(C1-C6alkyl)phenyl, —CON(C3-C6cycloalkyl)phenyl, —N(SO2C1-C6alkyl)2, —N(SO2C1-C6haloalkyl)2, —N(SO2C3-C6cycloalkyl)2, —N(SO2C1-C6alkyl)SO2-phenyl, —N(SO2C3-C6cycloalkyl)SO2-phenyl, —NHSO2—C1-C6alkyl, —NHSO2—C1-C6haloalkyl, —N(C1-C6alkyl)SO2—C1-C6alkyl, —N(C3-C6cycloalkyl)SO2—C1-C6alkyl, —NHSO2-phenyl, —N(C1-C6alkyl)SO2-phenyl, —N(C3-C6cycloalkyl)SO2-phenyl, —NHSO2—C3-C6cycloalkyl, —N(C1-C6alkyl)SO2—(C3-C6cycloalkyl), —N(C3-C6cycloalkyl)SO2—(C3-C6cycloalkyl), —SO2NH(C1-C6alkyl), —SO2N(C1-C6alkyl)2, —SO2N(C1-C6alkyl)(C3-C6cycloalkyl), —SO2NH(C3-C6cycloalkyl), —SO2N(C3-C6cycloalkyl)2, —SO2NH(phenyl), —SO2N(C1-C6alkyl)(phenyl), —SO2N(C1-C4cycloalkyl)(phenyl), —NHCS—C1-C6alkyl, —N(C1-C6alkyl)CS—C1-C6alkyl, —N(C3-C6cycloalkyl)CS—C1-C6alkyl, —NHCS—C3-C6cycloalkyl, —N(C1-C6alkyl)CS—(C3-C6cycloalkyl), —N(C3-C6cycloalkyl)CS—(C3-C6cycloalkyl), —N(C1-C6alkyl)CS-phenyl, —N(C3-C6cycloalkyl)CS-phenyl, —NHCS-phenyl, —CSNH(C1-C6alkyl), —CSN(C1-C6alkyl)2, —CSNH(C3-C6cycloalkyl), —CSN(C1-C6alkyl)(C3-C6cycloalkyl), —CSN(C3-C6cycloalkyl)2, —CSNH-phenyl, —CSN(C1-C6alkyl)phenyl, —CSN(C3-C6cycloalkyl)phenyl, —C(═NOC1-C6alkyl)H, —C(═NOC1-C6alkyl)-C1-C6alkyl, phenyl and 5- to 6-membered heteroaryl;
R5 is hydrogen, halogen, —CN, or in each case optionally substituted with C1-C6alkyl, C3-C6cycloalkyl, C1-C6alkoxy, —C(O)C1-C6alkoxy,—CH(C1-C6alkoxy)2, —CO2C1-C6alkyl, —CONH(C1-C6alkyl), —CON(C1-C6alkyl)2, —NHCO—C1-C6alkyl, —N(C1-C6alkyl)CO—C1-C6alkyl, —C(═NOC1-C6alkyl)H, or —C(═NOC1-C6alkyl)-C1-C6alkyl,
wherein the compound of formula (a) is not N-{1-[1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1H-tetrazol-5-yl]propyl}prop-2-yn-1-amine.