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Tandamine

Tandamine is a selective norepinephrine reuptake inhibitor with a tricyclic structure.[1][2][3] It was developed in the 1970s as an antidepressant but was never commercialized.[1][2][3] Tandamine is analogous to pirandamine, which, instead, acts as a selective serotonin reuptake inhibitor (SSRI).[4][5]

Tandamine
Clinical data
ATC code
  • none
Identifiers
  • 2-(9-ethyl-1-methyl-3,4-dihydrothiopyrano[3,4-b]indol-1-yl)-N,N-dimethylethanamine
CAS Number
  • 42408-80-0 Y
  • HCl: 58167-78-5 Y
PubChem CID
  • 39187
ChemSpider
  • 35851
UNII
  • 6L5FH5A43E
  • HCl: 7516K9UGUG Y
Chemical and physical data
FormulaC18H26N2S
Molar mass302.48 g·mol−1
3D model (JSmol)
  • Interactive image
  • CCn3c1ccccc1c2CCSC(C)(CCN(C)C)c23
  • InChI=1S/C18H26N2S/c1-5-20-16-9-7-6-8-14(16)15-10-13-21-18(2,17(15)20)11-12-19(3)4/h6-9H,5,10-13H2,1-4H3
  • Key:BRPOADLGOFPKKJ-UHFFFAOYSA-N
  (verify)

The exact identical same structure, although this time changing the thioether to a methylene group revealed a strongest compound of the series called AY 24614.[6]

See also edit

References edit

  1. ^ a b Lippmann W, Pugsley TA (May 1976). "The effects of tandamine, a new potential antidepressant agent, on biogenic amine uptake mechanisms and related activities". Biochemical Pharmacology. 25 (10): 1179–1186. doi:10.1016/0006-2952(76)90366-X. PMID 1084746.
  2. ^ a b Ehsanullah RS, Ghose K, Kirby MJ, Turner P, Witts D (March 1977). "Clinical pharmacological studies of tandamine, a potential antidepressive drug". Psychopharmacology. 52 (1): 73–77. doi:10.1007/BF00426603. PMID 403562. S2CID 23960347.
  3. ^ a b Pugsley TA, Lippmann W (September 1979). "Effect of acute and chronic treatment of tandamine, a new heterocyclic antidepressant, on biogenic amine metabolism and related activities". Naunyn-Schmiedeberg's Archives of Pharmacology. 308 (3): 239–247. doi:10.1007/BF00501388. PMID 503251. S2CID 23533861.
  4. ^ Pugsley T, Lippmann W (May 1976). "Effects of tandamine and pirandamine, new potential antidepressants, on the brain uptake of norepinephrine and 5-hydroxytryptamine and related activities". Psychopharmacology. 47 (1): 33–41. doi:10.1007/BF00428698. PMID 1085452. S2CID 8354739.
  5. ^ Lippmann W, Seethaler K (April 1977). "Effects of tandamine and pirandamine, selective blockers of biogenic amine uptake mechanisms, on gastric acid secretion and ulcer formation in the rat". Life Sciences. 20 (8): 1393–1400. doi:10.1016/0024-3205(77)90367-8. PMID 853871.
  6. ^ Asselin AA, Humber LG, Komlossy J (June 1976). "Cycloalkanoindoles. 2. 1-Alkyl-1,2,3,4-tetrahydrocarbazole-1-ethanamines and related compounds. Potential antidepressants". Journal of Medicinal Chemistry. 19 (6): 792–797. doi:10.1021/jm00228a011. PMID 950648.

tandamine, selective, norepinephrine, reuptake, inhibitor, with, tricyclic, structure, developed, 1970s, antidepressant, never, commercialized, analogous, pirandamine, which, instead, acts, selective, serotonin, reuptake, inhibitor, ssri, clinical, dataatc, co. Tandamine is a selective norepinephrine reuptake inhibitor with a tricyclic structure 1 2 3 It was developed in the 1970s as an antidepressant but was never commercialized 1 2 3 Tandamine is analogous to pirandamine which instead acts as a selective serotonin reuptake inhibitor SSRI 4 5 TandamineClinical dataATC codenoneIdentifiersIUPAC name 2 9 ethyl 1 methyl 3 4 dihydrothiopyrano 3 4 b indol 1 yl N N dimethylethanamineCAS Number42408 80 0 YHCl 58167 78 5 YPubChem CID39187ChemSpider35851UNII6L5FH5A43EHCl 7516K9UGUG YChemical and physical dataFormulaC 18H 26N 2SMolar mass302 48 g mol 13D model JSmol Interactive imageSMILES CCn3c1ccccc1c2CCSC C CCN C C c23InChI InChI 1S C18H26N2S c1 5 20 16 9 7 6 8 14 16 15 10 13 21 18 2 17 15 20 11 12 19 3 4 h6 9H 5 10 13H2 1 4H3Key BRPOADLGOFPKKJ UHFFFAOYSA N verify The exact identical same structure although this time changing the thioether to a methylene group revealed a strongest compound of the series called AY 24614 6 See also editPirandamineReferences edit a b Lippmann W Pugsley TA May 1976 The effects of tandamine a new potential antidepressant agent on biogenic amine uptake mechanisms and related activities Biochemical Pharmacology 25 10 1179 1186 doi 10 1016 0006 2952 76 90366 X PMID 1084746 a b Ehsanullah RS Ghose K Kirby MJ Turner P Witts D March 1977 Clinical pharmacological studies of tandamine a potential antidepressive drug Psychopharmacology 52 1 73 77 doi 10 1007 BF00426603 PMID 403562 S2CID 23960347 a b Pugsley TA Lippmann W September 1979 Effect of acute and chronic treatment of tandamine a new heterocyclic antidepressant on biogenic amine metabolism and related activities Naunyn Schmiedeberg s Archives of Pharmacology 308 3 239 247 doi 10 1007 BF00501388 PMID 503251 S2CID 23533861 Pugsley T Lippmann W May 1976 Effects of tandamine and pirandamine new potential antidepressants on the brain uptake of norepinephrine and 5 hydroxytryptamine and related activities Psychopharmacology 47 1 33 41 doi 10 1007 BF00428698 PMID 1085452 S2CID 8354739 Lippmann W Seethaler K April 1977 Effects of tandamine and pirandamine selective blockers of biogenic amine uptake mechanisms on gastric acid secretion and ulcer formation in the rat Life Sciences 20 8 1393 1400 doi 10 1016 0024 3205 77 90367 8 PMID 853871 Asselin AA Humber LG Komlossy J June 1976 Cycloalkanoindoles 2 1 Alkyl 1 2 3 4 tetrahydrocarbazole 1 ethanamines and related compounds Potential antidepressants Journal of Medicinal Chemistry 19 6 792 797 doi 10 1021 jm00228a011 PMID 950648 nbsp This drug article relating to the nervous system is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Tandamine amp oldid 1158806477, wikipedia, wiki, book, books, library,

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