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B-193

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B-193
Clinical data
Other namesB193; 9-Methyl-2-(3-(4-phenyl-1-piperazinyl)propyl)-2,3,4,9-tetrahydro-1H-β-carbolin-1-one
Drug classSerotonin receptor modulator; Serotonin 5-HT2A receptor antagonist
ATC code
  • None
Identifiers
  • 9-methyl-2-[3-(4-phenylpiperazin-1-yl)propyl]-3,4-dihydropyrido[3,4-b]indol-1-one
CAS Number
PubChem CID
ChemSpider
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC25H30N4O
Molar mass402.542 g·mol−1
3D model (JSmol)
  • CN1C2=CC=CC=C2C3=C1C(=O)N(CC3)CCCN4CCN(CC4)C5=CC=CC=C5
  • InChI=1S/C25H30N4O/c1-26-23-11-6-5-10-21(23)22-12-15-29(25(30)24(22)26)14-7-13-27-16-18-28(19-17-27)20-8-3-2-4-9-20/h2-6,8-11H,7,12-19H2,1H3
  • Key:RYHQBVCKCSNVHZ-UHFFFAOYSA-N

B-193 is a serotonin 5-HT2 receptor antagonist of the β-carboline family.[1][2] It shows affinity for serotonin 5-HT2 and α1-adrenergic receptors and much lower affinity for serotonin 5-HT1 and α2-adrenergic receptors.[1] The drug also inhibits serotonin-induced contractions in the rat fundus stomach strip.[1] Conversely, it does not inhibit serotonin or norepinephrine reuptake.[2]

B-193 reverses the effects of various serotonergic agents in animals, such as the head-twitch response induced by 5-HTP and LSD and the hyperthermia induced by fenfluramine and mCPP, among various others.[1] On the other hand, it does not influence effects of most dopaminergic agents, including reserpine, levodopa, and apomorphine, though it did enhance amphetamine-induced hyperlocomotion.[2] The drug produces antidepressant-like effects in rodents and was regarded as having the profile of an atypical antidepressant.[2] The toxicity of B-193 has been studied.[3][4]

B-193 was first described in the scientific literature by 1989.[1][2]

See also

[edit]

References

[edit]
  1. 1 2 3 4 5 Wiczyńska B, Chojnacka-Wójcik E, Rokosz-Pelc A, Mazela H, Przegaliński E (1989). "Antiserotonin activity of 9-methyl-2-[3-(4-phenyl-1-piperazinylpropyl)]-1,2,3,4-tetrahydro -beta-carbolin-1-one (B-193)". Polish Journal of Pharmacology and Pharmacy. 41 (2): 169–181. PMID 2556691.
  2. 1 2 3 4 5 Wiczyńska B, Antkiewicz-Michaluk L, Pilc A, Chojnacka-Wójcik E, Przegaliński E (1989). "Antidepressant profile of 9-methyl-2[-3-(4-phenyl-1-piperazinylpropyl)]-1,2,3,4-tetrahydro-beta- carbolin-1-one (B-193)". Polish Journal of Pharmacology and Pharmacy. 41 (4): 331–344. PMID 2636891.
  3. ↑ Sieklucka-Dziuba M, Rajtar G, Kleinrok Z (1995). "Some pharmacological properties and cumulative, subchronic and chronic toxicity of 9-methyl-2-[3-(4-phenyl-1-piperazinylpropyl)] -1,2,3,4-tetrahydro-beta-carbolin-1-one (B-193)". Polish Journal of Pharmacology. 47 (4): 305–311. PMID 8616509.
  4. ↑ Anasiewicz A (1996). "Embryotoxic effects of B-193 in mouse". Folia Morphologica. 55 (4): 200–201. PMID 9243847.
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