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Tandamine

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
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
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC18H26N2S
Molar mass302.48 g·mol−1
3D model (JSmol)
  • 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)

Tandamine is aselectivenorepinephrine reuptake inhibitor with atricyclicstructure.[1][2][3] It was developed in the 1970s as anantidepressant but was never commercialized.[1][2][3] Tandamine isanalogous topirandamine, which, instead, acts as aselective serotonin reuptake inhibitor (SSRI).[4][5]

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

See also

[edit]

References

[edit]
  1. ^abLippmann 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. ^abEhsanullah 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. ^abPugsley 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.
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SSRIsTooltip Selective serotonin reuptake inhibitors
SNRIsTooltip Serotonin–norepinephrine reuptake inhibitors
NRIsTooltip Norepinephrine reuptake inhibitors
NDRIsTooltip Norepinephrine–dopamine reuptake inhibitors
NaSSAsTooltip Noradrenergic and specific serotonergic antidepressants
SARIsTooltip Serotonin antagonist and reuptake inhibitors
SMSTooltip Serotonin modulator and stimulators
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TCAsTooltip Tricyclic antidepressants
TeCAsTooltip Tetracyclic antidepressants
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Non-selective
MAOATooltip Monoamine oxidase A-selective
MAOBTooltip Monoamine oxidase B-selective
Miscellaneous
DATTooltip Dopamine transporter
(DRIsTooltip Dopamine reuptake inhibitors)
NETTooltip Norepinephrine transporter
(NRIsTooltip Norepinephrine reuptake inhibitors)
SERTTooltip Serotonin transporter
(SRIsTooltip Serotonin reuptake inhibitors)
VMATsTooltip Vesicular monoamine transporters
Others
Classes
Antidepressants
(Tricyclic antidepressants(TCAs))
Antihistamines
Antipsychotics
Anticonvulsants
Anticholinergics
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