Sertraline supplier | CasNO.79617-96-2

Name
Sertraline
EINECS
CAS No. 79617-96-2
Article Data37
CAS DataBase
Density 1.25 g/cm³
Solubility <0.1g/L(room temperature)
Melting Point 246 - 249oC
Formula C₁₇H₁₇Cl₂N
Boiling Point 416.3 °C at 760 mmHg
Molecular Weight 306.235
Flash Point 205.6 °C
Transport Information
Appearance white to off-white powder
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 1-Naphthalenamine,4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-, (1S-cis)-;(+)-Sertraline;(1S,4S)-4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphthalenamine;CP 51974;
PSA 12.03000
LogP 5.57050

Synthetic route

: 79559-97-0
sertraline hydrochloride

: 79617-96-2
Sertraline

Conditions

Conditions	Yield
With sodium hydroxide In water; toluene for 0.25h; pH=> 10;	93%
With sodium hydroxide In water; ethyl acetate	77%
With ammonium hydroxide In water pH=10;
With sodium hydroxide In water
With potassium carbonate In water at 20℃;	10.9 g

: [(1S,4S)-4-(3,4-dichloro-phenyl)-1,2,3,4-tetrahydro-naphthalen-1-yl]-methyl-amine D(-)mandelate

: 79617-96-2
Sertraline

Conditions

Conditions	Yield
With sodium hydroxide In water; ethyl acetate for 0.25h; pH=> 10;	93%
With sodium hydroxide In water; ethyl acetate for 0.25h; pH=> 10;	93%

: 1346228-89-4
benzyl (1S,4S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-yl(methyl)carbamate

: 79617-96-2
Sertraline

Conditions

Conditions	Yield
With hydrogen In methanol; dichloromethane; water at 20℃; for 5h; Inert atmosphere;	89%

: 79560-19-3, 79836-44-5, 124379-29-9
(4S)-4-(3,4-dichlorophenyl)-1-tetralone

: 74-89-5
methylamine

: 79617-96-2
Sertraline

Conditions

Conditions	Yield
With titanium tetrachloride In tetrahydrofuran; diethyl ether; dichloromethane at -78 - 25℃;	88%

: 267884-85-5
cis-(1S,4S)-N-(tert-butoxycarbonyl)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine

: 79617-96-2
Sertraline

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane at 20℃; for 1h; deacylation;	85%

: 234448-58-9
C17H16Cl2IN

: 79617-96-2
Sertraline

Conditions

Conditions	Yield
With tert.-butyl lithium In tetrahydrofuran; toluene at -78℃;	69%

: N-((1S,4S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-yl)-N-methyl-2-(trimethylsilyl)ethane-1-sulfonamide

: 79617-96-2
Sertraline

Conditions

Conditions	Yield
With cesium fluoride In N,N-dimethyl-formamide at 95℃; for 20h; diastereoselective reaction;	65%

: 4229-44-1
N-methylhydroxyamine hydrochloride

: 79560-19-3, 79836-44-5, 124379-29-9
(4S)-4-(3,4-dichlorophenyl)-1-tetralone

: 79617-96-2
Sertraline

Conditions

Conditions	Yield
Stage #1: N-methylhydroxyamine hydrochloride; (4S)-4-(3,4-dichlorophenyl)-1-tetralone With sodium acetate In ethanol for 15h; Reflux; Stage #2: With Lindlar's catalyst; hydrogen In methanol; dichloromethane at 20℃; under 760.051 Torr; for 20h;	47%

: 79617-95-1
cis-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphthaleneamine

: 79617-96-2
Sertraline

: 541-41-3
chloroformic acid ethyl ester

: 87857-41-8
norsertraline

: 79617-96-2
Sertraline

Conditions

Conditions	Yield
With potassium carbonate; lithium (hydro)trimethoxyaluminate 1) MeCN, 2) THF, reflux, 40 h; Yield given. Multistep reaction;

: 67-56-1
methanol

: C17H14Cl3NO

: 79617-96-2
Sertraline

Conditions

Conditions	Yield
With lithium (hydro)trimethoxyaluminate In tetrahydrofuran for 40h; Reduction; Methylation; Heating;	10 mg

: 261776-41-4
(4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-ylidene)methylamine

A: 91797-60-3
trans-(1S,4R)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine

B: 79617-96-2
Sertraline

C: 155748-61-1
(4R)-(3,4-Dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenone

Conditions

Conditions	Yield
With (S,S)-(ethylenebis(tetrahydroindenyl))TiF2; phenylsilane In tetrahydrofuran at 20℃; for 24h; kinetic resolution;

...Expand

: 6154-14-9
N-chloromethylamine

: 439134-50-6
1-(3,4-dichlorophenyl)-1,2-dihydronaphthalene

A: 79951-46-5
trans-(1R,4S)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine

B: 79617-96-2
Sertraline

Conditions

Conditions	Yield
Stage #1: 1-(3,4-dichlorophenyl)-1,2-dihydronaphthalene With benzo[1,3,2]dioxaborole; (S)-1-(2-(diphenylphosphanyl)naphthalen-1-yl)isoquinoline In dichloromethane at 20℃; for 12h; Stage #2: With diethylzinc In toluene at 20℃; for 2h; Stage #3: N-chloromethylamine In diethyl ether; water at 0℃; for 0.0833333h; Further stages.;

...Expand

: 312620-93-2
(S)-N-(4-(3,4-dichlorophenyl)-3,4-dihydronaphthalen-1(2H)-ylidene)methanamine

A: 79951-46-5
trans-(1R,4S)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine

B: 79617-96-2
Sertraline

Conditions

Conditions	Yield
With hydrogen; nickel In methanol
With C32H12BF24(1-)*C36H44IrNOP(1+); hydrogen at 20℃; under 15201 Torr; for 12h; optical yield given as %ee; enantioselective reaction;

: C18H13Cl2NO3

: 79617-96-2
Sertraline

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: magnesium / tetrahydrofuran 1.2: CuBr-SMe2 / 13 / -30 - 0 °C 2.1: sodium tetrahydroborate / tetrahydrofuran; water 3.1: triethylamine 4.1: sodium iodide / acetone / Heating 5.1: tetrahydrofuran 6.1: tert.-butyl lithium / tetrahydrofuran; toluene / -78 °C View Scheme
Multi-step reaction with 6 steps 1.1: magnesium / tetrahydrofuran 1.2: CuBr-SMe2 / 13 / -30 - 0 °C 2.1: sodium tetrahydroborate / tetrahydrofuran; water 3.1: 1H-imidazole; iodine; triphenylphosphine 4.1: hydrogenchloride 5.1: tetrahydrofuran 6.1: tert.-butyl lithium / tetrahydrofuran; toluene / -78 °C View Scheme

: C27H25Cl2NO5

: 79617-96-2
Sertraline

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: sodium tetrahydroborate / tetrahydrofuran; water 2: triethylamine 3: sodium iodide / acetone / Heating 4: tetrahydrofuran 5: tert.-butyl lithium / tetrahydrofuran; toluene / -78 °C View Scheme
Multi-step reaction with 5 steps 1: sodium tetrahydroborate / tetrahydrofuran; water 2: 1H-imidazole; iodine; triphenylphosphine 3: hydrogenchloride 4: tetrahydrofuran 5: tert.-butyl lithium / tetrahydrofuran; toluene / -78 °C View Scheme

: 234448-56-7
C18H20Cl2O3

: 79617-96-2
Sertraline

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 1H-imidazole; iodine; triphenylphosphine 2: hydrogenchloride 3: tetrahydrofuran 4: tert.-butyl lithium / tetrahydrofuran; toluene / -78 °C View Scheme
Multi-step reaction with 4 steps 1: triethylamine 2: sodium iodide / acetone / Heating 3: tetrahydrofuran 4: tert.-butyl lithium / tetrahydrofuran; toluene / -78 °C View Scheme

: C18H19Cl2IO2

: 79617-96-2
Sertraline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: hydrogenchloride 2: tetrahydrofuran 3: tert.-butyl lithium / tetrahydrofuran; toluene / -78 °C View Scheme

: C19H22Cl2O4S

: 79617-96-2
Sertraline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: NaI / acetone / Heating 2: 100 percent / tetrahydrofuran 3: 69 percent / t-BuLi / tetrahydrofuran; toluene / -78 °C View Scheme

: 234448-57-8
C16H13Cl2IO

: 79617-96-2
Sertraline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tetrahydrofuran 2: tert.-butyl lithium / tetrahydrofuran; toluene / -78 °C View Scheme

: 35849-09-3
o-bromobenzaldehyde dimethyl acetal

: 79617-96-2
Sertraline

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: magnesium / tetrahydrofuran 1.2: CuBr-SMe2 / 13 / -30 - 0 °C 2.1: sodium tetrahydroborate / tetrahydrofuran; water 3.1: triethylamine 4.1: sodium iodide / acetone / Heating 5.1: tetrahydrofuran 6.1: tert.-butyl lithium / tetrahydrofuran; toluene / -78 °C View Scheme
Multi-step reaction with 6 steps 1.1: magnesium / tetrahydrofuran 1.2: CuBr-SMe2 / 13 / -30 - 0 °C 2.1: sodium tetrahydroborate / tetrahydrofuran; water 3.1: 1H-imidazole; iodine; triphenylphosphine 4.1: hydrogenchloride 5.1: tetrahydrofuran 6.1: tert.-butyl lithium / tetrahydrofuran; toluene / -78 °C View Scheme

: 7312-27-8
3,4-Dichlorocinnamic acid

: 79617-96-2
Sertraline

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1.1: pivaloyl chloride; triethylamine; lithium chloride 2.1: magnesium / tetrahydrofuran 2.2: CuBr-SMe2 / 13 / -30 - 0 °C 3.1: sodium tetrahydroborate / tetrahydrofuran; water 4.1: triethylamine 5.1: sodium iodide / acetone / Heating 6.1: tetrahydrofuran 7.1: tert.-butyl lithium / tetrahydrofuran; toluene / -78 °C View Scheme
Multi-step reaction with 7 steps 1.1: pivaloyl chloride; triethylamine; lithium chloride 2.1: magnesium / tetrahydrofuran 2.2: CuBr-SMe2 / 13 / -30 - 0 °C 3.1: sodium tetrahydroborate / tetrahydrofuran; water 4.1: 1H-imidazole; iodine; triphenylphosphine 5.1: hydrogenchloride 6.1: tetrahydrofuran 7.1: tert.-butyl lithium / tetrahydrofuran; toluene / -78 °C View Scheme

: 6630-33-7
ortho-bromobenzaldehyde

: 79617-96-2
Sertraline

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1.1: toluene-4-sulfonic acid / methanol 2.1: magnesium / tetrahydrofuran 2.2: CuBr-SMe2 / 13 / -30 - 0 °C 3.1: sodium tetrahydroborate / tetrahydrofuran; water 4.1: triethylamine 5.1: sodium iodide / acetone / Heating 6.1: tetrahydrofuran 7.1: tert.-butyl lithium / tetrahydrofuran; toluene / -78 °C View Scheme
Multi-step reaction with 7 steps 1.1: toluene-4-sulfonic acid / methanol 2.1: magnesium / tetrahydrofuran 2.2: CuBr-SMe2 / 13 / -30 - 0 °C 3.1: sodium tetrahydroborate / tetrahydrofuran; water 4.1: 1H-imidazole; iodine; triphenylphosphine 5.1: hydrogenchloride 6.1: tetrahydrofuran 7.1: tert.-butyl lithium / tetrahydrofuran; toluene / -78 °C View Scheme

: 79560-19-3
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

: 79617-96-2
Sertraline

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: BH3*Me2S / (S)-prolinol core-containing second-generation dendrimer / tetrahydrofuran / 0.8 h 2: PCC / CH2Cl2 / 0 - 20 °C 3: TiCl4 / diethyl ether / -78 - 20 °C 4: H2; Raney-Ni / methanol View Scheme
Multi-step reaction with 2 steps 1: 91 percent / TiCl4 / diethyl ether / -35 - 20 °C 2: (S,S)-(ethylenebis(tetrahydroindenyl))TiF2; PhSiH3 / tetrahydrofuran / 24 h / 20 °C View Scheme
Multi-step reaction with 3 steps 1: TiCl4 / toluene / 17 h / Ambient temperature 2: sodium borohydride / methanol / 1.5 h / Ambient temperature View Scheme

: 79560-19-3, 79836-44-5, 124379-29-9
(4S)-4-(3,4-dichlorophenyl)-1-tetralone

: 79617-96-2
Sertraline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: TiCl4 / diethyl ether / -78 - 20 °C 2: H2; Raney-Ni / methanol View Scheme
Multi-step reaction with 4 steps 1: NaBH4 / ethanol 2: 88 percent / dppa, DBU / tetrahydrofuran 3: H2 / Pd-C / ethanol 4: 1) K2CO3, 2) LiAlH(OMe)3 / 1) MeCN, 2) THF, reflux, 40 h View Scheme
Multi-step reaction with 2 steps 1: methanol / 6 h / Reflux 2: sodium tetrahydroborate; methanol View Scheme

: 167026-40-6
(1R,4S)-4-(3,4-dichloro-phenyl)-1,2,3,4-tetrahydro-naphthalen-1-ol

: 79617-96-2
Sertraline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: PCC / CH2Cl2 / 0 - 20 °C 2: TiCl4 / diethyl ether / -78 - 20 °C 3: H2; Raney-Ni / methanol View Scheme
Multi-step reaction with 4 steps 1: 88 percent / diphenylphosphorylazide; DBU / tetrahydrofuran / 0 - 20 °C 2: H2 / Pd/C / ethanol / 1 h 3: K2CO3 / acetonitrile / 2 h / Heating 4: 10 mg / LiAlH(OMe)3 / tetrahydrofuran / 40 h / Heating View Scheme
Multi-step reaction with 3 steps 1: 88 percent / dppa, DBU / tetrahydrofuran 2: H2 / Pd-C / ethanol 3: 1) K2CO3, 2) LiAlH(OMe)3 / 1) MeCN, 2) THF, reflux, 40 h View Scheme

: 439134-46-0
1-(3,4-dichlorophenyl)-1,2-dihydronaphthalene

: 79617-96-2
Sertraline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: catecholborane / (S)-QUINAP-Rh / toluene / 2 h / 20 °C 1.2: aq. H2O2; flash silica / hexane / 1 h / 0 °C 2.1: catecholborane / (S)-QUINAP-Rh / CH2Cl2 / 12 h / 20 °C 2.2: ZnEt2 / toluene / 2 h / 20 °C 2.3: H2O; diethyl ether / 0.08 h / 0 °C View Scheme

: 174023-92-8
D-dibenzylaminophenylglycinal

: 79617-96-2
Sertraline

Conditions

Conditions	Yield
Multi-step reaction with 10 steps 1: 2.62 g / benzene; CH2Cl2 / 15 h / 20 °C 2: 83 percent / Mg / 4 h 3: 76 percent / LiAlH4 / tetrahydrofuran / 0 - 20 °C 4: 0.85 g / pyridinium dichromate / CH2Cl2 / 5 h / 20 °C 5: 1.0 g / tetrahydrofuran / 5 h 6: 78 percent / AlCl3 / CH2Cl2 / 1 h / 20 °C 7: H2 / Pd(OH)2 / methanol / 3 h 8: 0.162 g / methanol / 3 h 9: 84 percent / NaH / tetrahydrofuran / 6 h 10: 85 percent / TFA / CH2Cl2 / 1 h / 20 °C View Scheme

Yield

Multi-step reaction with 10 steps
1: 2.62 g / benzene; CH2Cl2 / 15 h / 20 °C
2: 83 percent / Mg / 4 h
3: 76 percent / LiAlH4 / tetrahydrofuran / 0 - 20 °C
4: 0.85 g / pyridinium dichromate / CH2Cl2 / 5 h / 20 °C
5: 1.0 g / tetrahydrofuran / 5 h
6: 78 percent / AlCl3 / CH2Cl2 / 1 h / 20 °C
7: H2 / Pd(OH)2 / methanol / 3 h
8: 0.162 g / methanol / 3 h
9: 84 percent / NaH / tetrahydrofuran / 6 h
10: 85 percent / TFA / CH2Cl2 / 1 h / 20 °C
View Scheme

: 193476-02-7
(+)-(2R)-2-[bis(phenylmethyl)amino]-2-phenylethanol

: 79617-96-2
Sertraline

Conditions

Conditions	Yield
Multi-step reaction with 11 steps 1: DMSO; oxalyl chloride; Et3N / CH2Cl2 / -78 - 0 °C 2: 2.62 g / benzene; CH2Cl2 / 15 h / 20 °C 3: 83 percent / Mg / 4 h 4: 76 percent / LiAlH4 / tetrahydrofuran / 0 - 20 °C 5: 0.85 g / pyridinium dichromate / CH2Cl2 / 5 h / 20 °C 6: 1.0 g / tetrahydrofuran / 5 h 7: 78 percent / AlCl3 / CH2Cl2 / 1 h / 20 °C 8: H2 / Pd(OH)2 / methanol / 3 h 9: 0.162 g / methanol / 3 h 10: 84 percent / NaH / tetrahydrofuran / 6 h 11: 85 percent / TFA / CH2Cl2 / 1 h / 20 °C View Scheme

Yield

Multi-step reaction with 11 steps
1: DMSO; oxalyl chloride; Et3N / CH2Cl2 / -78 - 0 °C
2: 2.62 g / benzene; CH2Cl2 / 15 h / 20 °C
3: 83 percent / Mg / 4 h
4: 76 percent / LiAlH4 / tetrahydrofuran / 0 - 20 °C
5: 0.85 g / pyridinium dichromate / CH2Cl2 / 5 h / 20 °C
6: 1.0 g / tetrahydrofuran / 5 h
7: 78 percent / AlCl3 / CH2Cl2 / 1 h / 20 °C
8: H2 / Pd(OH)2 / methanol / 3 h
9: 0.162 g / methanol / 3 h
10: 84 percent / NaH / tetrahydrofuran / 6 h
11: 85 percent / TFA / CH2Cl2 / 1 h / 20 °C
View Scheme

: 87857-41-8
norsertraline

: 79617-96-2
Sertraline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 0.162 g / methanol / 3 h 2: 84 percent / NaH / tetrahydrofuran / 6 h 3: 85 percent / TFA / CH2Cl2 / 1 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: K2CO3 / acetonitrile / 2 h / Heating 2: 10 mg / LiAlH(OMe)3 / tetrahydrofuran / 40 h / Heating View Scheme

: 104-15-4
toluene-4-sulfonic acid

: 79617-96-2
Sertraline

: 630390-72-6
sertraline p-tosylate

Conditions

Conditions	Yield
In ethyl acetate at 20℃;	99%
In tetrahydrofuran

: 87-69-4, 133-37-9, 147-71-7, 147-73-9, 526-83-0
L-tartaric acid

: 79617-96-2
Sertraline

: sertraline L-tartaric acid salt

Conditions

Conditions	Yield
In ethyl acetate	98%

: 79617-96-2
Sertraline

: 69-72-7
salicylic acid

: 928057-22-1
sertraline salicylate

Conditions

Conditions	Yield
In ethanol; ethyl acetate at 25 - 30℃; for 5h;	98%

: 79617-96-2
Sertraline

: 107-13-1
acrylonitrile

: 3-(((1S,4S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-yl)(methyl)amino)propanenitrile

Conditions

Conditions	Yield
With sodium In methanol at 55℃; for 12h; Inert atmosphere;	98%

: 79617-96-2
Sertraline

: 77-92-9
citric acid

: 836597-67-2
(1S-cis)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphtalenamine citrate

Conditions

Conditions	Yield
In water; ethyl acetate at 0 - 60℃; for 1h; Product distribution / selectivity;	97%
In propan-1-ol; isopropyl alcohol at 0 - 40℃; for 2h; Product distribution / selectivity;	96%

: 79617-96-2
Sertraline

: 110-17-8
(2E)-but-2-enedioic acid

: sertraline fumaric acid salt

Conditions

Conditions	Yield
In ethyl acetate for 48h;	96%

: (-)-camphor-10-sulfonic acid

: 79617-96-2
Sertraline

: sertraline (-)-camphor-10-sulfonic acid salt

Conditions

Conditions	Yield
In ethyl acetate at 20℃; for 4h;	96%

: 79617-96-2
Sertraline

: 79559-97-0
sertraline hydrochloride

Conditions

Conditions	Yield
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%

: 611-71-2
(R)-Mandelic Acid

: 79617-96-2
Sertraline

: 244223-89-0, 79617-97-3
(cis-1S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphthalenamine (R)-mandelate

Conditions

Conditions	Yield
In ethanol Reflux;	94%

: 79617-96-2
Sertraline

: 88-99-3
benzene-1,2-dicarboxylic acid

: 928057-20-9
sertraline phthalate

Conditions

Conditions	Yield
In ethanol; ethyl acetate at 25 - 30℃; for 5h;	92%

: 17199-29-0
(S)-Mandelic acid

: 79617-96-2
Sertraline

: 1357380-69-8
(1S,4S)-sertraline*(S)-mandelic acid

Conditions

Conditions	Yield
In ethanol; hexane Reflux;	91%

: 79617-96-2
Sertraline

: 98-11-3
benzenesulfonic acid

: 630390-70-4
sertraline besylate

Conditions

Conditions	Yield
In ethyl acetate at 20℃;	88%
In ethanol

: 455-24-3
4-trifluoromethylbenzoic acid

: 79617-96-2
Sertraline

: (1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-N-(4-(trifluoromethyl)benzyl)-1,2,3,4-tetrahydronaphthalen-1-amine

Conditions

Conditions	Yield
With potassium phosphate; 18-crown-6 ether; phenylsilane In tetrahydrofuran at 80℃; for 8h; Glovebox; Molecular sieve; Schlenk technique;	88%

: 124-04-9
Adipic acid

: 79617-96-2
Sertraline

: 928057-23-2
sertraline adipate

Conditions

Conditions	Yield
In ethyl acetate at 25 - 30℃; for 5h;	86%

: 79617-96-2
Sertraline

: (S)-1-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalene

Conditions

Conditions	Yield
With tris(pentafluorophenyl)borate; phenylsilane at 120℃; for 24h; Inert atmosphere; Sealed tube; Glovebox;	85%

: tert-butyl ((1H-pyrazol-1-yl)(2,2,2-trifluoroacetamido)methylene)carbamate

: 79617-96-2
Sertraline

: C23H27Cl2N3O2

Conditions

Conditions	Yield
Stage #1: tert-butyl ((1H-pyrazol-1-yl)(2,2,2-trifluoroacetamido)methylene)carbamate; Sertraline In tetrahydrofuran at 20℃; Inert atmosphere; Stage #2: With potassium hydrogencarbonate In tetrahydrofuran; methanol Inert atmosphere;	83%

: 79617-96-2
Sertraline

: 75-05-8
acetonitrile

: 122873-20-5
(1S,4S)-4-(3,4-dichlorophenyl)-N,N-dimethyl-1,2,3,4-tetrahydro naphthalen-1-amine

Conditions

Conditions	Yield
With 18-crown-6 ether; carbon dioxide at 80℃; under 750.075 Torr; for 24h; Inert atmosphere; Schlenk technique; Glovebox;	83%

: 79617-96-2
Sertraline

: 76-05-1
trifluoroacetic acid

: (1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-N-(2,2,2-trifluoroethyl)-1,2,3,4-tetrahydronaphthalen-1-amine

Conditions

Conditions	Yield
With potassium phosphate; 18-crown-6 ether; phenylsilane In tetrahydrofuran at 80℃; for 8h; Glovebox; Molecular sieve; Schlenk technique;	81%

: 124-38-9
carbon dioxide

: 79617-96-2
Sertraline

: N-((1S,4S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-yl)-N-methylformamide

Conditions

Conditions	Yield
With cyclopentadienyl iron(II) dicarbonyl dimer; tributylphosphine; phenylsilane In acetonitrile at 30℃; under 760.051 Torr; for 36h; Schlenk technique; Sealed tube;	80%
With phenylsilane; tetrabutyl ammonium fluoride at 20℃; for 4h;	60%

: 79617-96-2
Sertraline

: 291306-20-2
(1S-cis )-4-(3,4-dichlorophenyl)-7-iodo-1,2,3,4-tetrahydro-N-methyl-1-naphthalenamine

Conditions

Conditions	Yield
With N-iodo-succinimide; trifluorormethanesulfonic acid In dichloromethane for 23h;	79%

: 100-09-4
4-methoxybenzoic acid

: 79617-96-2
Sertraline

: sertraline 4-methoxybenzoate

Conditions

Conditions	Yield
In ethanol; ethyl acetate at 25 - 30℃; for 5h;	78%

: 124-38-9
carbon dioxide

: 79617-96-2
Sertraline

: 122873-20-5
(1S,4S)-4-(3,4-dichlorophenyl)-N,N-dimethyl-1,2,3,4-tetrahydro naphthalen-1-amine

Conditions

Conditions	Yield
With cyclopentadienyl iron(II) dicarbonyl dimer; phenylsilane; triphenylphosphine In acetonitrile at 100℃; under 760.051 Torr; for 24h; Schlenk technique; Sealed tube;	78%
With diphenylsilane; [1,3-bis(2,4,6-trimethylphenyl)imidazol]-2-ylidene In N,N-dimethyl-formamide at 50℃; under 760.051 Torr; chemoselective reaction;	75%

: 99-94-5
p-Toluic acid

: 79617-96-2
Sertraline

: 928057-24-3
sertraline 4-methylbenzoate

Conditions

Conditions	Yield
In ethanol; ethyl acetate at 25 - 30℃; for 5h;	76%

: 617-65-2
Glutamic acid

: 79617-96-2
Sertraline

: sertraline glutamate

Conditions

Conditions	Yield
In ethyl acetate at 25 - 30℃; for 5h;	67%

Sertraline History

Sertraline (CAS NO.79617-96-2) is an antidepressant of the selective serotonin reuptake inhibitor (SSRI) class. It was introduced to the market by Pfizer in 1991. It is primarily used to treat major depression in adult outpatients as well as obsessive–compulsive, panic, and social anxiety disorders in both adults and children. In 2007, it was the most prescribed antidepressant on the U.S. retail market, with 29,652,000 prescriptions.

Sertraline Specification

The Sertraline, with the CAS registry number 79617-96-2, is also known as (1S-cis)-1,2,3,4-Tetrahydro-4-(3,4-dichlorophenyl)-N-methyl-1-naphthalenamine. It belongs to the product categories of Amines; (intermediate of sertraline hcl); Sertraline. This chemical's molecular formula is C₁₇H₁₇Cl₂N and molecular weight is 306.22958. Its IUPAC name is called (1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine. This chemical's classification codes are Antidepressive agents; Central Nervous System Agents; Drug / Therapeutic Agent; Human Data; Neurotransmitter Agents; Neurotransmitter Uptake Inhibitors; Psychotropic Drugs; Serotonin Agents; Serotonin uptake inhibitors.

Physical properties of Sertraline: (1)ACD/LogP: 4.81; (2)ACD/LogD (pH 5.5): 1.77; (3)ACD/LogD (pH 7.4): 2.77; (4)ACD/BCF (pH 5.5): 2.41; (5)ACD/BCF (pH 7.4): 24.52; (6)ACD/KOC (pH 5.5): 8.89; (7)ACD/KOC (pH 7.4): 90.64; (8)#H bond acceptors: 1; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.621; (12)Molar Refractivity: 85.82 cm³; (13)Molar Volume: 243.9 cm³; (14)Surface Tension: 48.8 dyne/cm; (15)Density: 1.25 g/cm³; (16)Flash Point: 205.6 °C; (17)Enthalpy of Vaporization: 66.96 kJ/mol; (18)Boiling Point: 416.3 °C at 760 mmHg; (19)Vapour Pressure: 3.85E-07 mmHg at 25°C.

Sertraline hydrochloride is an antidepressant of the selective serotonin reuptake inhibitor class. Sertraline is primarily used to treat major depression in adult outpatients as well as obsessive–compulsive, panic, and social anxiety disorders in both adults and children. Similarly to other antidepressants, the use of sertraline for depression may be associated with a higher rate of suicidal behavior. Due to the rarity of this side effect, statistically significant data are difficult to obtain, and suicidal behavior continues to be a subject of controversy.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1ccc(cc1Cl)[C@H]3c2c(cccc2)[C@@H](NC)CC3
(2)InChI: InChI=1/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
(3)InChIKey: VGKDLMBJGBXTGI-SJCJKPOMBV

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
man	TDLo	oral	5714ug/kg/9D- (5.714mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: EXCITEMENT	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)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) ENDOCRINE: ANTIDIURESIS	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.

Product Name

Sertraline

Synthetic route

Sertraline History

Sertraline Specification

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