Synthesis of a potent wide-spectrum serotonin-, norepinephrine-, dopamine-reuptake inhibitor (SNDRI) and a species-selective dopamine-reuptake inhibitor based on the gamma-amino alcohol functional group

Paul R. Carlier; Michael M.C. Lo; Priscilla C.K. Lo; Elliott Richelson; Masahiko Tatsumi; Ian J. Reynolds; Terre A. Sharma

doi:10.1016/S0960-894X(98)00062-6

Synthesis of a potent wide-spectrum serotonin-, norepinephrine-, dopamine-reuptake inhibitor (SNDRI) and a species-selective dopamine-reuptake inhibitor based on the gamma-amino alcohol functional group

Paul R. Carlier, Michael M.C. Lo, Priscilla C.K. Lo, Elliott Richelson, Masahiko Tatsumi, Ian J. Reynolds, Terre A. Sharma

Neuroscience

Research output: Contribution to journal › Article › peer-review

53 Scopus citations

Abstract

A series of gamma-amino alcohols were synthesized and screened for reuptake inhibition and noncompetitive NMDA antagonism. Compound (±)-3f simultaneously and potently inhibits reuptake of 5-HT, NE, and DA, representing a potential wide-spectrum reuptake inhibitor antidepressant. In addition, comparative rat and human studies uncovered a species-selective DA reuptake inhibitor (±)-2e, K(D)(hDAT)/K(D)(rDAT) = 97.

Original language	English (US)
Pages (from-to)	487-492
Number of pages	6
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	8
Issue number	5
DOIs	https://doi.org/10.1016/S0960-894X(98)00062-6
State	Published - Mar 3 1998

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

Access to Document

10.1016/S0960-894X(98)00062-6

Cite this

Carlier, P. R., Lo, M. M. C., Lo, P. C. K., Richelson, E., Tatsumi, M., Reynolds, I. J., & Sharma, T. A. (1998). Synthesis of a potent wide-spectrum serotonin-, norepinephrine-, dopamine-reuptake inhibitor (SNDRI) and a species-selective dopamine-reuptake inhibitor based on the gamma-amino alcohol functional group. Bioorganic and Medicinal Chemistry Letters, 8(5), 487-492. https://doi.org/10.1016/S0960-894X(98)00062-6

Synthesis of a potent wide-spectrum serotonin-, norepinephrine-, dopamine-reuptake inhibitor (SNDRI) and a species-selective dopamine-reuptake inhibitor based on the gamma-amino alcohol functional group. / Carlier, Paul R.; Lo, Michael M.C.; Lo, Priscilla C.K. et al.
In: Bioorganic and Medicinal Chemistry Letters, Vol. 8, No. 5, 03.03.1998, p. 487-492.

Research output: Contribution to journal › Article › peer-review

Carlier, PR, Lo, MMC, Lo, PCK, Richelson, E, Tatsumi, M, Reynolds, IJ & Sharma, TA 1998, 'Synthesis of a potent wide-spectrum serotonin-, norepinephrine-, dopamine-reuptake inhibitor (SNDRI) and a species-selective dopamine-reuptake inhibitor based on the gamma-amino alcohol functional group', Bioorganic and Medicinal Chemistry Letters, vol. 8, no. 5, pp. 487-492. https://doi.org/10.1016/S0960-894X(98)00062-6

Carlier PR, Lo MMC, Lo PCK, Richelson E, Tatsumi M, Reynolds IJ et al. Synthesis of a potent wide-spectrum serotonin-, norepinephrine-, dopamine-reuptake inhibitor (SNDRI) and a species-selective dopamine-reuptake inhibitor based on the gamma-amino alcohol functional group. Bioorganic and Medicinal Chemistry Letters. 1998 Mar 3;8(5):487-492. doi: 10.1016/S0960-894X(98)00062-6

@article{fb1b29b8d7af4881a33e3844ecbe220f,

title = "Synthesis of a potent wide-spectrum serotonin-, norepinephrine-, dopamine-reuptake inhibitor (SNDRI) and a species-selective dopamine-reuptake inhibitor based on the gamma-amino alcohol functional group",

abstract = "A series of gamma-amino alcohols were synthesized and screened for reuptake inhibition and noncompetitive NMDA antagonism. Compound (±)-3f simultaneously and potently inhibits reuptake of 5-HT, NE, and DA, representing a potential wide-spectrum reuptake inhibitor antidepressant. In addition, comparative rat and human studies uncovered a species-selective DA reuptake inhibitor (±)-2e, K(D)(hDAT)/K(D)(rDAT) = 97.",

author = "Carlier, {Paul R.} and Lo, {Michael M.C.} and Lo, {Priscilla C.K.} and Elliott Richelson and Masahiko Tatsumi and Reynolds, {Ian J.} and Sharma, {Terre A.}",

note = "Funding Information: Acknowledgement. P.R.C. thanks the Research Grants Council (Hong Kong, HKUST203/93E and HKUST588/95P), E. R. thanks the Mayo Foundation for Medical Education and Research, and I. J. R. thanks the NIH (DA07490) for partial financial support of this work. We thank Dr. Yuan-Ping Pang (Mayo) for suggesting an NMDA PCP-site assay for (+)-2 and (-+)-3.",

year = "1998",

month = mar,

day = "3",

doi = "10.1016/S0960-894X(98)00062-6",

language = "English (US)",

volume = "8",

pages = "487--492",

journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "0960-894X",

publisher = "Elsevier Limited",

number = "5",

}

TY - JOUR

T1 - Synthesis of a potent wide-spectrum serotonin-, norepinephrine-, dopamine-reuptake inhibitor (SNDRI) and a species-selective dopamine-reuptake inhibitor based on the gamma-amino alcohol functional group

AU - Carlier, Paul R.

AU - Lo, Michael M.C.

AU - Lo, Priscilla C.K.

AU - Richelson, Elliott

AU - Tatsumi, Masahiko

AU - Reynolds, Ian J.

AU - Sharma, Terre A.

N1 - Funding Information: Acknowledgement. P.R.C. thanks the Research Grants Council (Hong Kong, HKUST203/93E and HKUST588/95P), E. R. thanks the Mayo Foundation for Medical Education and Research, and I. J. R. thanks the NIH (DA07490) for partial financial support of this work. We thank Dr. Yuan-Ping Pang (Mayo) for suggesting an NMDA PCP-site assay for (+)-2 and (-+)-3.

PY - 1998/3/3

Y1 - 1998/3/3

N2 - A series of gamma-amino alcohols were synthesized and screened for reuptake inhibition and noncompetitive NMDA antagonism. Compound (±)-3f simultaneously and potently inhibits reuptake of 5-HT, NE, and DA, representing a potential wide-spectrum reuptake inhibitor antidepressant. In addition, comparative rat and human studies uncovered a species-selective DA reuptake inhibitor (±)-2e, K(D)(hDAT)/K(D)(rDAT) = 97.

AB - A series of gamma-amino alcohols were synthesized and screened for reuptake inhibition and noncompetitive NMDA antagonism. Compound (±)-3f simultaneously and potently inhibits reuptake of 5-HT, NE, and DA, representing a potential wide-spectrum reuptake inhibitor antidepressant. In addition, comparative rat and human studies uncovered a species-selective DA reuptake inhibitor (±)-2e, K(D)(hDAT)/K(D)(rDAT) = 97.

UR - http://www.scopus.com/inward/record.url?scp=0032478062&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0032478062&partnerID=8YFLogxK

U2 - 10.1016/S0960-894X(98)00062-6

DO - 10.1016/S0960-894X(98)00062-6

M3 - Article

C2 - 9871604

AN - SCOPUS:0032478062

SN - 0960-894X

VL - 8

SP - 487

EP - 492

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 5

ER -

Synthesis of a potent wide-spectrum serotonin-, norepinephrine-, dopamine-reuptake inhibitor (SNDRI) and a species-selective dopamine-reuptake inhibitor based on the gamma-amino alcohol functional group

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this