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tametraline

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tametraline

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Tametraline (CP-24,441) is the parent of a series of chemical compounds investigated at Pfizer that eventually led to the development of sertraline.

Chemical data

Formula
C17H19N
Molecular weight
237.34 g/mol
IUPAC name
(1R,4S)-N-methyl-4-phenyl-1,2,3,4-tetrahydronaphthalen-1-amine
SMILES
CN[C@@H]1CC[C@H](C2=CC=CC=C12)C3=CC=CC=C3
InChIKey
NVXPZMLRGBVYQV-WMLDXEAASA-N
XLogP
3.5
Polar surface area
12 Ų
H-bond donors
1
H-bond acceptors
1
Formal charge
0

via PubChem

Wikidata facts

Mass
237.151749608
Show 4 more facts
chemical formula
C₁₇H₁₉N
Commons category
Tametraline
canonical SMILES
CNC1CCC(C2=CC=CC=C12)C3=CC=CC=C3
isomeric SMILES
CN[C@@H]1CC[C@H](C2=CC=CC=C12)C3=CC=CC=C3
Sources (3)

via Wikidata · CC0

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Encyclopedic overview

2 sections
Contents
  • See also
  • References

Tametraline (CP-24,441) is the parent of a series of chemical compounds investigated at Pfizer that eventually led to the development of sertraline.

Sertraline has been called "3,4-dichloro-tametraline". This is correct but it is an oversimplification in the sense that sertraline is the S,S-isomer whereas tametraline is the 1R,4S-stereoisomer.

Excerpted from Wikipedia’s “tametraline” article, available under the CC BY-SA 4.0 licence.

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