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Substance Name: Sertraline [INN:BAN]
RN: 79617-96-2
UNII: QUC7NX6WMB
InChIKey: VGKDLMBJGBXTGI-SJCJKPOMSA-N

Note

  • A selective serotonin uptake inhibitor that is used in the treatment of depression.

Molecular Formula

  • C17-H17-Cl2-N

Molecular Weight

  • 306.2343
 

Classification Codes

  • Antidepressive Agents
  • Central Nervous System Agents
  • Drug / Therapeutic Agent
  • Human Data
  • Membrane Transport Modulators
  • Neurotransmitter Agents
  • Neurotransmitter Uptake Inhibitors
  • Psychotropic Drugs
  • Serotonin Agents
  • Serotonin Uptake Inhibitors

Names and Synonyms

Name of Substance

  • Sertraline
  • Sertraline [INN:BAN]

MeSH Heading

  • Sertraline

Synonyms

  • (1S-cis)-1,2,3,4-Tetrahydro-4-(3,4-dichlorophenyl)-N-methyl-1-naphthalenamine
  • BRN 5753709
  • Cp 51974
  • HSDB 7037
  • Sertralina
  • Sertralina [Spanish]
  • Sertraline
  • Sertralinum
  • Sertralinum [Latin]
  • UNII-QUC7NX6WMB

Systematic Names

  • 1-Naphthalenamine, 1,2,3,4-tetrahydro-4-(3,4-dichlorophenyl)-N-methyl-, (1S-cis)-
  • 1-Naphthalenamine, 4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-, (1S,4S)-

Registry Numbers

CAS Registry Number

  • 79617-96-2

FDA UNII

  • QUC7NX6WMB

Related Registry Number

  • 79559-97-0 (Hydrochloride)

System Generated Number

  • 0079617962

Structure Descriptors

InChI

InChI=1S/C17H17Cl2N/c1-20-17-9-7-12(13-4-2-3-5-14(13)17)11-6-8-15(18)16(19)10-11/h2-6,8,10,12,17,20H,7,9H2,1H3/t12-,17-/m0/s1

InChIKey

VGKDLMBJGBXTGI-SJCJKPOMSA-N

Smiles

CN[C@H]1CC[C@@H](c2ccc(Cl)c(Cl)c2)c3ccccc13

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo oral 5714ug/kg/9D- (5.714mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)		 Journal of Clinical Psychiatry. Vol. 55, Pg. 316, 1994.
man TDLo oral 3571mg/kg/5D- (3571mg/kg) ENDOCRINE: ANTIDIURESIS American Journal of Psychiatry. Vol. 152, Pg. 809, 1995.
women TDLo oral 2mg/kg/2D-I (2mg/kg) BEHAVIORAL: EXCITEMENT Journal of the American Academy of Child and Adolescent Psychiatry. Vol. 35, Pg. 975, 1996.
women TDLo oral 6mg/kg/4D-I (6mg/kg) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

ENDOCRINE: ANTIDIURESIS		 American Journal of Psychiatry. Vol. 152, Pg. 809, 1995.
women TDLo oral 10500ug/kg/3W (10.5mg/kg) ENDOCRINE: ANTIDIURESIS

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 Annals of Internal Medicine. Vol. 123, Pg. 811, 1995.
women TDLo oral 28mg/kg/4W-I (28mg/kg) BLOOD: AGRANULOCYTOSIS Postgraduate Medical Journal. Vol. 72, Pg. 446, 1996.
women TDLo oral 63mg/kg/10W-I (63mg/kg) BLOOD: TUMORS American Journal of Psychiatry. Vol. 153, Pg. 443, 1996.
women TDLo oral 70mg/kg/7W-I (70mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD American Journal of Psychiatry. Vol. 153, Pg. 732, 1996.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 5.290 (none)   EST
Atmospheric OH Rate Constant 9.82E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.