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Sertraline hydrochloride

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Name

Sertraline hydrochloride

EINECS 200-659-6
CAS No. 79559-97-0 Density 1.37
PSA 12.03000 LogP 6.37250
Solubility DMSO: ~26 mg/mL Melting Point 246-249 °C
Formula C17H17Cl2N.HCl Boiling Point 416.3 °C at 760 mmHg
Molecular Weight 342.696 Flash Point 205.6 °C
Transport Information N/A Appearance White or white-like crystalline powder
Safety 22-24/25-36-26 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 79559-97-0 (Sertraline HCL) Hazard Symbols IrritantXi
Synonyms

1-Naphthalenamine,4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-, hydrochloride, (1S,4S)-(9CI);(1S,4S)-4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphthalenaminehydrochloride;(1S,4S)-N-Methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenaminehydrochloride;Altruline;Aremis;Atruline;Cp 51974-1;Dominum;Gladem;Lesefer;Lustral;Selectra;Sosser;Stimuloton;Zolof;Zoloft;

Article Data 33

Sertraline hydrochloride Synthetic route

sertraline 4-methoxybenzoate

79559-97-0

sertraline hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether; nitromethane at 25 - 30℃; for 1h; Product distribution / selectivity;97%
79617-96-2

Sertraline

79559-97-0

sertraline hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In propan-1-ol at 30℃; for 1h; Product distribution / selectivity;96%
With hydrogenchloride In acetonitrile for 1h; Product distribution / selectivity;95%
With hydrogenchloride In octanol for 1h; Product distribution / selectivity;95%
836597-67-2

(1S-cis)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphtalenamine citrate

79559-97-0

sertraline hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In acetonitrile at 20℃; for 1h; Product distribution / selectivity;95%
With hydrogenchloride In propan-1-ol; water at 20 - 70℃; for 1h; pH=0; Product distribution / selectivity;90%
(1S-cis)-4-(3,4 dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphthalenamine mandelate

(1S-cis)-4-(3,4 dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphthalenamine mandelate

79559-97-0

sertraline hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In methoxypropyl acetate at 20 - 70℃; for 3h; Product distribution / selectivity;95%
With N,N-dimethylacetamide hydrochloride In 4-methyl-2-pentanone at 20 - 80℃; for 1.5h; Product distribution / selectivity;94%
With N,N-dimethylacetamide hydrochloride In acetonitrile at 20℃; for 1h; Product distribution / selectivity;90%
928057-23-2

sertraline adipate

79559-97-0

sertraline hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether; nitromethane at 25 - 30℃; for 1h; Product distribution / selectivity;86%
244223-89-0, 79617-97-3

(cis-1S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphthalenamine (R)-mandelate

79559-97-0

sertraline hydrochloride

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane; water Industrial scale;85%
With hydrogenchloride In acetonitrile at 0 - 15℃; for 0.5 - 1h; Product distribution / selectivity;82.6%
With hydrogenchloride In tert-Amyl alcohol at 25 - 30℃; for 8h; pH=2.0; Product distribution / selectivity;

C17H17Cl2N*C5H9NO4

79559-97-0

sertraline hydrochloride

Conditions
ConditionsYield
Stage #1: C17H17Cl2N*C5H9NO4 With sodium hydroxide In water; toluene at 80℃; for 3h;
Stage #2: With hydrogenchloride In ethanol pH=1.0; Heating;
83.68%
928057-20-9

sertraline phthalate

79559-97-0

sertraline hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether; 4-methyl-2-pentanone at 25 - 70℃; for 3h; Product distribution / selectivity;79%
928057-24-3

sertraline 4-methylbenzoate

79559-97-0

sertraline hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether; nitromethane at 25 - 30℃; for 1h; Product distribution / selectivity;79%
928057-22-1

sertraline salicylate

79559-97-0

sertraline hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether; nitromethane at 25 - 30℃; for 1h; Product distribution / selectivity;73%

Sertraline hydrochloride Specification

The Sertraline hydrochloride with the cas number 79559-97-0, is also called (1)(1S,4S)-4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphthylamine hydrochloride; (2) Adjuvin ; (3) Atruline ; (4) Gladem ; (5) Serad ; (6) Sertraline HCl ; (7) Sertraline hydrochloride ; (8) Tatig ; (9) Tresleen ; (10) Zoloft ; (11)1-Naphthalenamine, 4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-, hydrochloride, (1S-cis)- . It belongs to the following product categories:(1)Pharmaceutical Intermediates; (2)Active PharmaceuticalIngredients; (3)APIs; (4)Inhibitors; (5)Intermediates & Fine Chemicals; (6)Pharmaceuticals; (7)Serotonin receptor 

Properties of Sertraline hydrochloride are: (1)ACD/LogP: 4.81 ; (2)# of Rule of 5 Violations: 0 ; (3)ACD/LogD (pH 5.5): 1.77 ; (4)ACD/LogD (pH 7.4): 2.77 ; (5)ACD/BCF (pH 5.5): 2.41 ; (6)ACD/BCF (pH 7.4): 24.52 ; (7)ACD/KOC (pH 5.5): 8.89 ; (8)ACD/KOC (pH 7.4): 90.64 ; (9)#H bond acceptors: 1 ; (10)#H bond donors: 1 ; (11)#Freely Rotating Bonds: 2 ; (12)Polar Surface Area: 3.24Å2 ; (13)Flash Point: 205.6 °C ; (14)Enthalpy of Vaporization: 66.96 kJ/mol; (15)Boiling Point: 416.3 °C at 760 mmHg ; (16)Vapour Pressure: 3.85E-07 mmHg at 25°C

The Sertraline hydrochloride appears to be white or white-like crystalline powder. The Sertraline hydrochloride is mainly used for treatment with depression and obsessive-compulsive disorder. Usage and dosage: The usual dose is 50mg, once a day. Dose can be increased according to patient's condition within weeks, the maximum amount can reach 200mg/day. Please pay attention to using this medicine, because it can cause the following adverse effects: slight xerocheilia, nausea, indigestion, liquid stools and diarrhea. A few patients may show tremor, sweating, defering male ejaculation. Serum transaminase occasionally asymptomatically increase.

You can still convert the following datas into molecular structure :
1. SMILES: Cl.Clc1ccc(cc1Cl)[C@H]3c2c(cccc2)[C@@H](NC)CC3
2. InChI: InChI=1/C17H17Cl2N.ClH/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;1H/t12-,17-;/m0./s1

The Sertraline hydrochloride toxic data can be showed in the following sheet.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo oral 2857ug/kg (2.857mg/kg) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

GASTROINTESTINAL: NAUSEA OR VOMITING

SKIN AND APPENDAGES (SKIN): SWEATING: OTHER
Shinkei Seishin Yakuri. Neuropsychopharmacology. Vol. 19, Pg. 395, 1997.
mouse LDLo intraperitoneal 56mg/kg (56mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: FOOD INTAKE (ANIMAL)
Drug and Chemical Toxicology. Vol. 21, Pg. 163, 1998.
mouse LDLo oral 336mg/kg (336mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: FOOD INTAKE (ANIMAL)
Drug and Chemical Toxicology. Vol. 21, Pg. 163, 1998.
rat LDLo intraperitoneal 56mg/kg (56mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: FOOD INTAKE (ANIMAL)
Drug and Chemical Toxicology. Vol. 21, Pg. 163, 1998.
rat LDLo oral 840mg/kg (840mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: FOOD INTAKE (ANIMAL)

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Drug and Chemical Toxicology. Vol. 21, Pg. 163, 1998.
women TDLo oral 7mg/kg/2W-I (7mg/kg) BEHAVIORAL: HEADACHE

MUSCULOSKELETAL: CHANGES IN TEETH AND SUPPORTING STRUCTURES

SKIN AND APPENDAGES (SKIN): SWEATING: OTHER
Journal of Clinical Psychiatry. Vol. 54, Pg. 432, 1993.
women TDLo oral 7mg/kg/7D-I (7mg/kg) BEHAVIORAL: EXCITEMENT Journal of Clinical Psychiatry. Vol. 54, Pg. 321, 1993.

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