Chemistry:IHCH-7113

IHCH-7113
Identifiers
	IUPAC name (6bR,10aS)-3-methyl-2,3,6b,7,8,9,10,10a-octahydro-1H-pyrido[3',4':4,5]pyrrolo[1,2,3-de]quinoxaline;
CAS Number	313368-85-3 ;
PubChem CID	21302499;
Chemical and physical data
Formula	C14H19N3
Molar mass	229.327 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CN1CCN2[C@H]3CCNC[C@H]3C4=C2C1=CC=C4;
	InChI InChI=1S/C14H19N3/c1-16-7-8-17-12-5-6-15-9-11(12)10-3-2-4-13(16)14(10)17/h2-4,11-12,15H,5-9H2,1H3/t11-,12-/m0/s1; Key:QLGUCSLWLPCOTR-RYUDHWBXSA-N;

Short description: Chemical compound

IHCH-7113 is a drug which acts as an agonist at the 5-HT_2A serotonin receptor. It was derived by structural simplification of the 5-HT_2A antagonist atypical antipsychotic drug lumateperone along with several related compounds such as IHCH-7079 and IHCH-7086, which were found to be nonhallucinogenic biased 5-HT_2A agonists that were active in antidepressant assays but did not produce psychedelic-like responding in mice. IHCH-7113 however produced a head-twitch response comparable to that of DOI or LSD, which was blocked by the 5-HT_2A antagonist MDL100907.^[1]^[2]^[3]

References

↑ Robichaud AJ, et al. Substituted heterocycle fused gamma-carbolines. Patent US 6552017
↑ Tomesch JC, et al. Preparation of 4-((6BR,10AS)-3-methyl-2,3,6B,9,10, 10A-hexahydro-1H-pyrido[3′,4′:4,5pyrrolo [1,2,3-de]quinoxalin-8-(7H)-yl)-1-(4-fluorophenyl)-1-butanone or a pharmaceutically acceptable salt thereof. Patent US 9315504]
↑ "Structure-based discovery of nonhallucinogenic psychedelic analogs". Science 375 (6579): 403–411. January 2022. doi:10.1126/science.abl8615. PMID 35084960.

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[1] Robichaud AJ, et al. Substituted heterocycle fused gamma-carbolines. Patent US 6552017

[2] Tomesch JC, et al. Preparation of 4-((6BR,10AS)-3-methyl-2,3,6B,9,10, 10A-hexahydro-1H-pyrido[3′,4′:4,5pyrrolo [1,2,3-de]quinoxalin-8-(7H)-yl)-1-(4-fluorophenyl)-1-butanone or a pharmaceutically acceptable salt thereof. Patent US 9315504]

[pmid35084960-3] "Structure-based discovery of nonhallucinogenic psychedelic analogs". Science 375 (6579): 403–411. January 2022. doi:10.1126/science.abl8615. PMID 35084960.

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Identifiers

IUPAC name (6bR,10aS)-3-methyl-2,3,6b,7,8,9,10,10a-octahydro-1H-pyrido[3',4':4,5]pyrrolo[1,2,3-de]quinoxaline
CAS Number	313368-85-3^Y
PubChem CID	21302499
Chemical and physical data
Formula	C₁₄H₁₉N₃
Molar mass	229.327 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CN1CCN2[C@H]3CCNC[C@H]3C4=C2C1=CC=C4
InChI InChI=1S/C14H19N3/c1-16-7-8-17-12-5-6-15-9-11(12)10-3-2-4-13(16)14(10)17/h2-4,11-12,15H,5-9H2,1H3/t11-,12-/m0/s1 Key:QLGUCSLWLPCOTR-RYUDHWBXSA-N

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