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prostaglandin D2

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Origin: China

Cas No: 41598-07-6

Specification: 99%min

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  • Products Specification
  • Product Description
  • Property

    CAS No.: 41598-07-6 Formula: C20H32O5 Molecular Weight: 352.46500

    Description

    Prostaglandin D2 (or PGD2) is a prostaglandin that binds to the receptor PTGDR (DP1), as well as CRTH2 (DP2). It is a major prostaglandin produced by mast cells – recruits Th2 cells, eosinophils, and basophils. In mammalian organs, large amounts of PGD2 are found only in the brain and in mast cells. It is critical to development of allergic diseases such as asthma.
    Research carried out in 1989 found PGD2 is the primary mediator of vasodilation (the "niacin flush") after ingestion of niacin (nicotinic acid).
    A 2012 research paper indicates a causal link between elevated levels of localized PGD2 and hair growth inhibition. Applied topically, the researchers found PGD2 prevents hair growth, and mice that were genetically inclined to produce higher levels of PGD2 had inhibited hair growth. The researchers also found PGD2 levels were much higher in balding scalp tissue than nonbalding scalp tissue, through increased levels of prostaglandin D2 synthase. The paper suggested that inhibition of hair growth involved binding of PGD2 to a receptor called GPR44, and that GPR44 therefore would be a therapeutic target for androgenic alopecia in both men and women with hair loss and thinning. Because PGD2's relation to asthma has been known for several years, several drugs that seek to reduce the effect of PGD2 through blocking the GPR44 are already in clinical trials.

    Basic Info

    Chemical Name prostaglandin D2
    Synonyms

    PROSTAGLANDIN D2;

    CAS No. 41598-07-6
    Molecular Formula C20H32O5
    Molecular Weight 352.46500
    PSA 94.83000
    LogP 3.25110

    Properties

    Density 1.148g/cm3
    Boiling Point 549.6ºC at 760mmHg
    Flash Point 300.3ºC
    Refractive Index 1.56
    Storage Condition -20ºC

    Safety Info

    Risk Statements R60; R22
    Hazard Codes T

    Synthesis Route

    (5Z,13E)-9α-[(tert-butyldimethylsilyl)oxy]-11-oxo-15-[(tert-butyldiphenylsilyl)oxy]prosta-5,13-dienoic acidprostaglandin D2
    (4R)-(+)-T-BUTYLDIMETHYLSILOXY-2-CYCLOPENTEN-1-ONEprostaglandin D2
    methyl 7-oxohept-5-ynoateprostaglandin D2

    Precursor

    methyl 7-oxohept-5-ynoate
    11-O-(t-butyldimethylsilyl)-5,6-didehydro-7-hydroxy-15-O-(tetrahydropyran-2-yl)PGE2 methyl ester
    (5Z,13E)-9α-[(tert-butyldimethylsilyl)oxy]-11-oxo-15-[(tert-butyldiphenylsilyl)oxy]prosta-5,13-dienoic acid
    5,6-didehydro-11-O-(tert-butyldimethylsilyl)-15-O-(tetrahydropyran-2-yl)PGE2 methyl ester

    Downstream Product

    (2E,5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]cyclopentyl]hepta-2,5-dienal

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