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Tinofedrine

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Tinofedrine
Clinical data
Other namesNovocebrin; D-8955; D8955; N-(3,3-Di-3-thienyl)-2-propenyl)norephedrine; (1R,2S)-β-Hydroxy-N-(3,3-di-3-thienyl)-2-propenyl)amphetamine
Drug classSympathomimetic; Cerebral vasodilator
Identifiers
  • (1R,2S)-2-[3,3-di(thiophen-3-yl)prop-2-enylamino]-1-phenylpropan-1-ol
CAS Number
PubChem CID
ChemSpider
UNII
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.060.415 Edit this at Wikidata
Chemical and physical data
FormulaC20H21NOS2
Molar mass355.51 g·mol−1
3D model (JSmol)
  • C[C@@H]([C@@H](C1=CC=CC=C1)O)NCC=C(C2=CSC=C2)C3=CSC=C3
  • InChI=1S/C20H21NOS2/c1-15(20(22)16-5-3-2-4-6-16)21-10-7-19(17-8-11-23-13-17)18-9-12-24-14-18/h2-9,11-15,20-22H,10H2,1H3/t15-,20-/m0/s1
  • Key:JQSHEDRVRBSFCZ-YWZLYKJASA-N

Tinofedrine (INNTooltip International Nonproprietary Name; developmental code name D-8955, proposed brand name Novocebrin), also known as N-(3,3-di-3-thienyl)-2-propenyl)norephedrine, is a sympathomimetic and cerebral vasodilator of the amphetamine family which was never marketed.[1][2][3][4][5][6] It is a derivative of norephedrine and an analogue of related agents like oxyfedrine, buphenine (nylidrin), and isoxsuprine.[4] The drug was first described in the literature by 1978.[1][6]

References

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  1. ^ a b Elks J (2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer US. p. 1205. ISBN 978-1-4757-2085-3. Retrieved 17 October 2024.
  2. ^ Milne GW (2002). Drugs: Synonyms and Properties. Wiley. p. 730. ISBN 978-0-566-08491-1. Retrieved 17 October 2024.
  3. ^ "-drine sympathomimetics" (PDF). The use of stems in the selection of International Nonproprietary Names (INN) for pharmaceutical substances 2018 (Stem Book 2018). World Health Organization.
  4. ^ a b Braestrup C (2012). Psychotropic Agents: Part II: Anxiolytics, Gerontopsychopharmacological Agents, and Psychomotor Stimulants. Handbook of Experimental Pharmacology. Springer Berlin Heidelberg. p. 420. ISBN 978-3-642-67767-0. Retrieved 17 October 2024.
  5. ^ Knezevic S (1988). Handbook of Regional Cerebral Blood Flow. Neuropsychology and Neurolinguistics Series. L. Erlbaum Associates. p. 140. ISBN 978-0-89859-558-1. Retrieved 17 October 2024.
  6. ^ a b Merory J, Du Boulay GH, Marshall J, Morris J, Russell RW, Symon L, et al. (October 1978). "Effect of tinofedrine (Homburg D8955) on cerebral blood flow in multi-infarct dementia". Journal of Neurology, Neurosurgery, and Psychiatry. 41 (10): 900–902. doi:10.1136/jnnp.41.10.900. PMC 493190. PMID 731238.