Indatraline hydrochloride

Base Information

• Chemical Name: Indatraline hydrochloride
• CAS No.: 96850-13-4
• Molecular Formula: C₁₆H₁₅Cl₂N*ClH
• Molecular Weight: 328.669
• European Community (EC) Number: 635-556-9
• DSSTox Substance ID: DTXSID3042631
• Wikipedia: Indatraline
• ChEMBL ID: CHEMBL1256749
• Mol file: 96850-13-4.mol

Synonyms:Indatraline hydrochloride;Indatraline HCl;96850-13-4;Lu 19-005;Indatraline (hydrochloride);CPD000449273;DTXSID3042631;86939-10-8;NCGC00094042-01;(1R,3S)-3-(3,4-dichlorophenyl)-N-methyl-2,3-dihydro-1H-inden-1-amine hydrochloride;(1R,3S)-3-(3,4-dichlorophenyl)-N-methyl-2,3-dihydro-1H-inden-1-amine;hydrochloride;Indatralin;SMR000449273;SR-01000075409;( -)-trans-3-(3,4-Dichlorophenyl)-N-methyl-1-indanamine;MLS000758200;MLS001423997;Indatraline hydrochloride, solid;CHEMBL1256749;DTXCID1022631;(1r,3s)-indatraline hydrochloride;REGID_for_CID_10314472;Tox21_111238;Tox21_500684;MFCD00083178;AKOS024456685;CCG-100795;LP00684;NC00045;NCGC00261369-01;CAS-96850-13-4;HY-110019;CS-0032834;EU-0100684;I-119;SR-01000075409-1;SR-01000075409-3;(+/-)-trans-3-(3,4-Dichlorophenyl)-N-methyl-1-indanamine hydrochloride;(1R,3S)-rel-3-(3,4-Dichlorophenyl)-2,3-dihydro-N-methyl-1H-inden-1-amine hydrochloride;[(1R,3S)-3-(3,4-dichlorophenyl)-2,3-dihydro-1H-inden-1-yl]-methylazanium;chloride

Chemical Property of Indatraline hydrochloride

Chemical Property:

• PSA: 12.03000
• LogP: 5.98240
• Storage Temp.: 2-8°C
• Solubility.: 0.1 M HCl: 1 mg/mL
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 327.034833
• Heavy Atom Count: 20
• Complexity: 309

Purity/Quality:

98%,99%, ^*data from raw suppliers

Indatraline hydrochloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: N
• Statements: 50/53
• Safety Statements: 60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1CC(C2=CC=CC=C12)C3=CC(=C(C=C3)Cl)Cl.Cl
• Isomeric SMILES: CN[C@@H]1C[C@H](C2=CC=CC=C12)C3=CC(=C(C=C3)Cl)Cl.Cl
• Uses: Indatraline Hydrochloride?inhibits the synaptosomal uptake of 3,4-dihydroxyphenylethylamine (dopamine, DA), noradrenaline (NA), and 5-hydroxytryptamine (5-HT, serotonin). Indatraline hydrochloride has been used:as a competitive inhibitor of 3H-dopamine ([3H]DA) to study its effects on trans-activator of transcription (Tat) protein on cocaine-induced inhibition of uptake of [3H]DAas a dopamine transport blocker to study its effects on trace amine-associated receptor 1 (TAAR1)-transfected mice cellsas a nonselective monoamine transport inhibitor to study its anti-angiogenic activities in glioblastoma multiforme (GBM)

Technology Process of Indatraline hydrochloride

There total 38 articles about Indatraline hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

indatraline (86939-10-8) → Indatraline hydrochloride (86939-40-4,96850-13-4)

Guidance literature:

With hydrogenchloride; In diethyl ether; water; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.tet.2012.12.044

Reference yield: 85.0%

C21H23Cl2NO2 → trans-3-(3,4-dichlorophenyl)-2,3-dihydro-N-methyl-1H-inden-1-amine hydrochloride (96850-13-4)

Guidance literature:

With methanol; acetyl chloride; In ethyl acetate; at 20 ℃; for 1h;

DOI:10.1021/ol070027o

Reference yield: 75.0%

cis-3-(3,4-dichlorophenyl)-2,3-dihydro-1H-inden-1-ol (80272-59-9) + methylamine (74-89-5) → trans-3-(3,4-dichlorophenyl)-2,3-dihydro-N-methyl-1H-inden-1-amine hydrochloride (96850-13-4)

Guidance literature:

cis-3-(3,4-dichlorophenyl)-2,3-dihydro-1H-inden-1-ol; With methanesulfonyl chloride; triethylamine; In tetrahydrofuran; at -15 - 0 ℃; for 1h;

methylamine; With potassium hydroxide; In tetrahydrofuran; at 20 ℃; for 10.25h;

With hydrogenchloride; In 1,4-dioxane; water;

DOI:10.1002/chir.22235

upstream raw materials:

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

1-(3,4-dichlorophenyl)-1,2-dihydronaphthalene

4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-naphthalen-1-ol

3,4-Dichlorocinnamic acid

Refernces

• 1、 Ji, Changjin,Li, Jian,Li, Wang,Liu, Na,Sheng, Chunquan,Tu, Jie,Yang, Wanzhen,Yun, Zhaolin. "Discovery of Novel Sertraline Derivatives as Potent Anti- Cryptococcus Agents". supporting information. . Retrieved 2022/03/16.
• 2、 Lee, Sang Hwi,Park, Sook Jin,Kim, In Su,Jung, Young Hoon. "Asymmetric total synthesis of (+)-indatraline via diastereoselective amination of chiral ethers using chlorosulfonyl isocyanate". . p. 1877 - 1880. Retrieved 2013/03/13.