Benanserin

Benanserin
Clinical data
Other namesBenanserine; MC-4788; Sq-4788; Benzyl antiserotonin; Benzylantiserotonin; BAS; Serotonin benzyl analogue; Wooley's antiserotonin; 1-Benzyl-2-methyl-5-methoxytryptamine
Routes of
administration		Oral, intravenous injection
Drug classSerotonin receptor antagonist; Tranquilizer
Identifiers
  • 2-(1-benzyl-5-methoxy-2-methylindol-3-yl)ethanamine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC19H22N2O
Molar mass294.398 g·mol−1
3D model (JSmol)
  • CC1=C(C2=C(N1CC3=CC=CC=C3)C=CC(=C2)OC)CCN
  • InChI=1S/C19H22N2O/c1-14-17(10-11-20)18-12-16(22-2)8-9-19(18)21(14)13-15-6-4-3-5-7-15/h3-9,12H,10-11,13,20H2,1-2H3
  • Key:RPSOLZRELOLSFM-UHFFFAOYSA-N

Benanserin, also known as benzyl antiserotonin (BAS), by its developmental code name MC-4788 or Sq-4788, and by its chemical name 1-benzyl-2-methyl-5-methoxytryptamine, is a serotonin receptor antagonist and described tranquilizer of the tryptamine and 5-methoxytryptamine families. It is the derivative of 5-methoxytryptamine with a benzyl group at the 1 position and a methyl group at the 2 position. The drug is said to be active in humans at a dose of 10 to 35 mg orally or intravenously. In contrast to certain other serotonin receptor antagonists like chlorpromazine, benanserin does not antagonize the subjective effects of the serotonergic psychedelic LSD. It was first described in the scientific literature by at least 1955 and was one of the first serotonin antagonists.

See also

References

  1. 1 2 3 Usdin E, Efron DH (1972). Psychotropic Drugs and Related Compounds. National Institute of Mental Health. Retrieved 28 June 2025.
  2. 1 2 3 Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. ISBN 978-1-4757-2085-3. Retrieved 28 June 2025.
  3. 1 2 Negwer M (2001). Organic-chemical Drugs and Their Synonyms: An International Survey. Wiley-VCH. p. 2442. ISBN 978-3-527-30247-5. Retrieved 28 June 2025.
  4. 1 2 Martin WR, Sloan JW (1977). "Pharmacology and Classification of LSD-like Hallucinogens". Drug Addiction II: Amphetamine, Psychotogen, and Marihuana Dependence. Berlin, Heidelberg: Springer Berlin Heidelberg. pp. 305–368. doi:10.1007/978-3-642-66709-1_3. ISBN 978-3-642-66711-4.
  5. ↑ Shaw E (1955). "The Synthesis of Tryptamines Related to Serotonin". Journal of the American Chemical Society. 77 (16): 4319–4324. Bibcode:1955JAChS..77.4319S. doi:10.1021/ja01621a042. ISSN 0002-7863. Retrieved 28 June 2025.