YM-348

YM-348
Identifiers
	IUPAC name (2S)-1-(7-ethyl-1H-furo[2,3-g]indazol-1-yl)propan-2-amine;
CAS Number	372163-84-3;
PubChem CID	3045225;
IUPHAR/BPS	230;
ChemSpider	2308001;
Chemical and physical data
Formula	C14H17N3O
Molar mass	243.31 g·mol−1
3D model (Jmol)	Interactive image;
	SMILES n3cc2ccc1oc(cc1c2n3C[C@@H](N)C)CC ;
	InChI InChI=1S/C14H17N3O/c1-3-11-6-12-13(18-11)5-4-10-7-16-17(14(10)12)8-9(2)15/h4-7,9H,3,8,15H2,1-2H3/t9-/m0/s1 ; Key:QLOOWOVVZLBYHU-VIFPVBQESA-N ;
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YM-348 is an indazole derivative drug which acts as a potent and selective 5-HT_2C receptor agonist, with an EC₅₀ of 1nM and 15x selectivity over 5-HT_2A, although it only has moderate selectivity of 3x over the closely related 5-HT_2B receptor.^[1]^[2] It has thermogenic and anorectic effects in animal studies, making it potentially useful for the treatment of obesity.^[3]^[4]^[5]^[6]

References[edit]

^ Kimura, Y; Hatanaka, K; Naitou, Y; Maeno, K; Shimada, I; Koakutsu, A; Wanibuchi, F; Yamaguchi, T (2004). "Pharmacological profile of YM348, a novel, potent and orally active 5-HT2C receptor agonist". European Journal of Pharmacology. 483 (1): 37–43. doi:10.1016/j.ejphar.2003.10.004. PMID 14709324.
^ Shimada, I; Maeno, K; Kazuta, K; Kubota, H; Kimizuka, T; Kimura, Y; Hatanaka, K; Naitou, Y; et al. (2008). "Synthesis and structure-activity relationships of a series of substituted 2-(1H-furo2,3-gindazol-1-yl)ethylamine derivatives as 5-HT2C receptor agonists". Bioorganic & Medicinal Chemistry. 16 (4): 1966–82. doi:10.1016/j.bmc.2007.10.100. PMID 18035544.
^ Hayashi, A; Sonoda, R; Kimura, Y; Takasu, T; Suzuki, M; Sasamata, M; Miyata, K (2004). "Antiobesity effect of YM348, a novel 5-HT2C receptor agonist, in Zucker rats". Brain Research. 1011 (2): 221–7. doi:10.1016/j.brainres.2004.03.032. PMID 15157808.
^ Smith, BM; Thomsen, WJ; Grottick, AJ (2006). "The potential use of selective 5-HT2C agonists in treating obesity". Expert Opinion on Investigational Drugs. 15 (3): 257–66. doi:10.1517/13543784.15.3.257. PMID 16503763.
^ Nilsson, BM (2006). "5-Hydroxytryptamine 2C (5-HT2C) receptor agonists as potential antiobesity agents". Journal of Medicinal Chemistry. 49 (14): 4023–34. doi:10.1021/jm058240i. PMID 16821762.
^ Wacker, DA; Miller, KJ (2008). "Agonists of the serotonin 5-HT2C receptor: preclinical and clinical progression in multiple diseases". Current opinion in drug discovery & development. 11 (4): 438–45. PMID 18600561.

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[1] Kimura, Y; Hatanaka, K; Naitou, Y; Maeno, K; Shimada, I; Koakutsu, A; Wanibuchi, F; Yamaguchi, T (2004). "Pharmacological profile of YM348, a novel, potent and orally active 5-HT2C receptor agonist". European Journal of Pharmacology. 483 (1): 37–43. doi:10.1016/j.ejphar.2003.10.004. PMID 14709324.

[2] Shimada, I; Maeno, K; Kazuta, K; Kubota, H; Kimizuka, T; Kimura, Y; Hatanaka, K; Naitou, Y; et al. (2008). "Synthesis and structure-activity relationships of a series of substituted 2-(1H-furo2,3-gindazol-1-yl)ethylamine derivatives as 5-HT2C receptor agonists". Bioorganic & Medicinal Chemistry. 16 (4): 1966–82. doi:10.1016/j.bmc.2007.10.100. PMID 18035544.

[3] Hayashi, A; Sonoda, R; Kimura, Y; Takasu, T; Suzuki, M; Sasamata, M; Miyata, K (2004). "Antiobesity effect of YM348, a novel 5-HT2C receptor agonist, in Zucker rats". Brain Research. 1011 (2): 221–7. doi:10.1016/j.brainres.2004.03.032. PMID 15157808.

[4] Smith, BM; Thomsen, WJ; Grottick, AJ (2006). "The potential use of selective 5-HT2C agonists in treating obesity". Expert Opinion on Investigational Drugs. 15 (3): 257–66. doi:10.1517/13543784.15.3.257. PMID 16503763.

[5] Nilsson, BM (2006). "5-Hydroxytryptamine 2C (5-HT2C) receptor agonists as potential antiobesity agents". Journal of Medicinal Chemistry. 49 (14): 4023–34. doi:10.1021/jm058240i. PMID 16821762.

[6] Wacker, DA; Miller, KJ (2008). "Agonists of the serotonin 5-HT2C receptor: preclinical and clinical progression in multiple diseases". Current opinion in drug discovery & development. 11 (4): 438–45. PMID 18600561.

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YM-348

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Identifiers

IUPAC name (2S)-1-(7-ethyl-1H-furo[2,3-g]indazol-1-yl)propan-2-amine
CAS Number	372163-84-3
PubChem CID	3045225
IUPHAR/BPS	230
ChemSpider	2308001
Chemical and physical data
Formula	C₁₄H₁₇N₃O
Molar mass	243.31 g·mol⁻¹
3D model (Jmol)	Interactive image
SMILES n3cc2ccc1oc(cc1c2n3C[C@@H](N)C)CC
InChI InChI=1S/C14H17N3O/c1-3-11-6-12-13(18-11)5-4-10-7-16-17(14(10)12)8-9(2)15/h4-7,9H,3,8,15H2,1-2H3/t9-/m0/s1 Key:QLOOWOVVZLBYHU-VIFPVBQESA-N
(verify)