AH-494

AH-494
Identifiers
	IUPAC name 3‐(1‐ethyl‐1H‐imidazol‐5‐yl)‐1H‐indole‐5‐carboxamide;
CAS Number	2172907-22-9 [EPA];
PubChem CID	138691364;
ChemSpider	68912051;
UNII	7HG7TA6D63;
ChEMBL	ChEMBL4469847;
CompTox Dashboard (EPA)	DTXSID601336553 ;
Chemical and physical data
Formula	C14H14N4O
Molar mass	254.293 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCn1cncc1-c1c[nH]c2ccc(cc12)C(N)=O;
	InChI InChI=1S/C14H14N4O/c1-2-18-8-16-7-13(18)11-6-17-12-4-3-9(14(15)19)5-10(11)12/h3-8,17H,2H2,1H3,(H2,15,19); Key:RXDHCCKYQJNUFV-UHFFFAOYSA-N;

AH-494 is a potent and selective, water-soluble full agonist at the 5HT₇ serotonin receptor. It is a close derivative of the known chemical probe 5-Carboxamidotryptamine, as well as of the more lipophilic indole-imidazoles: AGH-107 and AGH-192. It has been shown to exhibit favorable ADMET profile in in vitro assays.^[1]

References

^ Latacz G, Hogendorf AS, Hogendorf A, Lubelska A, Wierońska JM, Woźniak M, Cieślik P, Kieć-Kononowicz K, Handzlik J, Bojarski AJ (September 2018). "Search for a 5-CT alternative. In vitro and in vivo evaluation of novel pharmacological tools: 3-(1-alkyl-1H-imidazol-5-yl)-1H-indole-5-carboxamides, low-basicity 5-HT7 receptor agonists". MedChemComm. 9 (11): 1882–1890. doi:10.1039/c8md00313k. PMC 6256855. PMID 30568756.

[pmid30568756-1] Latacz G, Hogendorf AS, Hogendorf A, Lubelska A, Wierońska JM, Woźniak M, Cieślik P, Kieć-Kononowicz K, Handzlik J, Bojarski AJ (September 2018). "Search for a 5-CT alternative. In vitro and in vivo evaluation of novel pharmacological tools: 3-(1-alkyl-1H-imidazol-5-yl)-1H-indole-5-carboxamides, low-basicity 5-HT7 receptor agonists". MedChemComm. 9 (11): 1882–1890. doi:10.1039/c8md00313k. PMC 6256855. PMID 30568756.

[1]

Identifiers

IUPAC name 3‐(1‐ethyl‐1H‐imidazol‐5‐yl)‐1H‐indole‐5‐carboxamide
CAS Number	2172907-22-9^N[EPA]
PubChem CID	138691364
ChemSpider	68912051
UNII	7HG7TA6D63
ChEMBL	ChEMBL4469847
CompTox Dashboard (EPA)	DTXSID601336553
Chemical and physical data
Formula	C₁₄H₁₄N₄O
Molar mass	254.293 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CCn1cncc1-c1c[nH]c2ccc(cc12)C(N)=O
InChI InChI=1S/C14H14N4O/c1-2-18-8-16-7-13(18)11-6-17-12-4-3-9(14(15)19)5-10(11)12/h3-8,17H,2H2,1H3,(H2,15,19) Key:RXDHCCKYQJNUFV-UHFFFAOYSA-N

AH-494

See also

References