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Home > All categories> Biochemicals and Pharmaceutical Chemicals> Pharmaceutical Impurities> (6R)-6-N-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine
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(6R)-6-N-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine

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Origin: China

Cas No: 104632-28-2

Specification: 99%min

Min order Quantity: 1 /kg

Supply Ability: 100 mt/month

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  • Products Specification
  • Product Description

  • Property

    CAS No.: 104632-28-2 Formula: C10H19Cl2N3S Molecular Weight: 284.24900

    Description

    Dexpramipexole (KNS-760704) is a drug that was investigated by Knopp Biosciences and Biogen Idec for the treatment of amyotrophic lateral sclerosis (ALS), also known as Lou Gehrig’s disease. The drug failed to show efficacy in terms of function or survival in a Phase III study of patients with ALS.
    In September 2009, dexpramipexole received Fast Track designation for ALS from the U.S. Food and Drug Administration (FDA). It has received Orphan Drug designation by both the FDA and the European Medicines Agency. Dexpramipexole is a low molecular weight, water-soluble, orally bioavailable, renally excreted compound with linear pharmacokinetics, and has been shown to be well tolerated in human subject testing.
    KNS-760704 is the enantiomer of pramipexole, and has been shown to improve mitochondrial function and to confer significant cellular protection in neurons under stress. KNS-760704 was originally identified as a candidate therapy for ALS by James Bennett, M.D., Ph.D., then of the University of Virginia.
    A 2010 Phase II clinical trial involving 102 patients showed a slowing of ALS disease progression.
    In January 2013, Biogen Idec announced that it was discontinuing its development of dexpramipexole in ALS due to lack of efficacy in a Phase III study.

    Basic Info

    Chemical Name (6R)-6-N-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine
    Synonyms

    Pramipexole [USAN:INN];
    (R)-N6-propyl-4,5,6,7-tetrahydrobenzo[d]thiazole-2,6-diamine;
    (6R)-2-amino-4,5,6,7-tetrahydro-6-(propylamino)benzothiazole;
    (R)-Pramipexole Dihydrochloride;
    Dexpramipexole;
    (6R)-4,5,6,7-tetrahydro-N6-propylbenzothiazole-2,6-diamine;
    (R)-(+)-2-amino-4,5,6,7-tetrahydro-6-(n-propylamino)benzothiazole;

    CAS No. 104632-28-2
    Molecular Formula C10H19Cl2N3S
    Molecular Weight 284.24900
    PSA 83.52000
    LogP 4.38490

    Properties

    Melting Point 270-272ºC

    Safety Info

    HS Code 2934999090

    Synthesis Route

    D-tartaric acid+S(-)-2-amino-6-propylamino-4,5,6,7-tetrahydrobenzothiazole→(6R)-6-N-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine+pramipexole
    S(-)-2-amino-6-propylamino-4,5,6,7-tetrahydrobenzothiazole→(6R)-6-N-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine+pramipexole
    (R)-(+)-2-amino-4,5,6,7-tetrahydro-6-(n-propylamino)benzothiazole p-toluenesulfonic acid→(6R)-6-N-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine

    Precursor

    D-tartaric acid
    S(-)-2-amino-6-propylamino-4,5,6,7-tetrahydrobenzothiazole
    (R)-(+)-2-amino-4,5,6,7-tetrahydro-6-(n-propylamino)benzothiazole p-toluenesulfonic acid
    N-[(6R)-2-amino-4,5,6,7-tetrahydro-1,3-benzothiazol-6-yl]propanamide

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