N6-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine

Base Information

• Chemical Name: N6-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine
• CAS No.: 104617-86-9
• Deprecated CAS: 134624-04-7
• Molecular Formula: C10H17N3S
• Molecular Weight: 211.331
• European Community (EC) Number: 600-591-0
• DSSTox Substance ID: DTXSID9091527,DTXSID90274450
• Nikkaji Number: J612.494A
• Pharos Ligand ID: BZUNUA8MHDT2
• ChEMBL ID: CHEMBL76399
• Mol file: 104617-86-9.mol

Synonyms:104617-86-9;N6-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine;6-N-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine;(+/-)-Pramipexole;N6-Propyl-4,5,6,7-tetrahydrobenzo[d]thiazole-2,6-diamine;CHEMBL76399;(R)-Pramipexole-d3Dihydrochloride;(S)-N6-Propyl-4,5,6,7-tetrahydrobenzothiazole-2,6-diamine;MFCD00869076;Pramipexole Base;()-Pramipexole;(R)-Pramipexole;R-(+)-Pramipexole;KNS-760704;SCHEMBL195775;(6R)-6-N-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine;DTXSID9091527;DTXSID90274450;CHEBI:182913;HMS3370D06;HMS3393A21;HMS3657G15;(S)-2-amino-6-propylamino-4,5,6,7-tetrahydrobenzthiazole;BDBM50017550;AKOS017258887;SB16953;SY009549;FT-0651622;FT-0673990;EN300-296092;A801038;A896190;L000492;N'-propyl-4,5,6,7-tetrahydrobenzothiazole-2,6-diamine;2-amino-4,5,6,7-tetrahydro-6-(propylamino)benzothiazole;N*6*-Propyl-4,5,6,7-tetrahydro-benzothiazole-2,6-diamine;(+/-) 2-amino-6-propylamino-4,5,6,7-tetrahydrobenzothiazole;(+/-)-2-amino-6-propylamino-4,5,6,7-tetrahydrobenzothiazole;(+/-)-2-amino-6-propylamino-4,5,6,7-tetrahydrobenzthiazole;(+/-)2-amino-6-propylamino-4,5,6,7-tetrahydrobenzothiazole;(S)-2-Amnio-4,5,6,7-tetrahydro-6-(propylamino)benzothiazole;(+/-)-2-amino-6-(N-propylamino)-4,5,6,7-tetrahydrobenzothiazole;(S)-2-AMINO-6-PROPYLAMINO-4,5,6,7-TETRAHYDROBENZTHIAZOLE;N*6*-Propyl-4,5,6,7-tetrahydro-benzothiazole-2,6-diamine (Pramipexole, PPX)

Chemical Property of N6-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine

Chemical Property:

• Vapor Pressure: 6.49E-06mmHg at 25°C
• Boiling Point: 378°C at 760 mmHg
• Flash Point: 182.4°C
• PSA: 79.18000
• Density: 1.17g/cm³
• LogP: 2.55430
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly, Heated), DMSO (Sparingly), Methanol (Slightly)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 211.11431873
• Heavy Atom Count: 14
• Complexity: 188

Purity/Quality:

99% ^*data from raw suppliers

(±)-Pramipexole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCNC1CCC2=C(C1)SC(=N2)N
• Uses: (±)-Pramipexole is a recemic analogue of (S)-Pramipexole (P700755), a dopamine-D2-receptor agonist. Antiparkinsonian.

Technology Process of N6-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine

There total 14 articles about N6-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine 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: 91.0%

2-amino-6-(propionylamino)-4,5,6,7-tetrahydrobenzothiazole (375824-96-7) → 2-amino-4,5,6,7-tetrahydro-6-propylaminobenzothiazole (104617-86-9)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at 0 - 20 ℃; for 2h; Temperature; Inert atmosphere; Green chemistry;

Reference yield: 77.0%

N-(2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)-2,4,6-trimethyl-N-propylbenzenesulfonamide (1026083-71-5) → 2-amino-4,5,6,7-tetrahydro-6-propylaminobenzothiazole (104617-86-9)

Guidance literature:

With hydrogen bromide; acetic acid; phenol; In ethyl acetate; at 0 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jm701524h

Reference yield: 75.5%

2-amino-6-n-propylamino-5,6,7,8-tetrahydrobenzthiazole dihydroiodide salt → 2-amino-4,5,6,7-tetrahydro-6-propylaminobenzothiazole (104617-86-9)

Guidance literature:

With sodium hydroxide; In water; at 4 - 26 ℃; for 1.25h;

upstream raw materials:

propionaldehyde

2,6-diamino-4,5,6,7-tetrahydro-benzthiazole

2-amino-6-(propionylamino)-4,5,6,7-tetrahydrobenzothiazole

N,N-4-oxocyclohexyl-n-propyl-amine

Downstream raw materials:

(R)-(+)-pramipexole

pramipexole

Refernces

• 1、 -. "PROCESS FOR THE PREPARATION OF PRAMIPEXOLE AND NEW ANHYDROUS FORMS OF ITS DIHYDROCHLORIDE". Page/Page column 4. . Retrieved 2009/04/24.
• 2、 -. "NOVEL PROCESS FOR SYNTHESIS OF PRAMIPEXOLE AND ITS PHARMACEUTICALLY ACCEPTABLE SALTS". Page/Page column 13-14. . Retrieved 2008/12/08.