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W103

Sigma-Aldrich

WIN 51708 hydrate

solid

Synonym(s):

17-β-Hydroxy-17-α-ethynyl-5-α-androstano[3,2-β]pyrimido[1,2-α]benzimidazole

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About This Item

Empirical Formula (Hill Notation):
C29H33N3O · xH2O
CAS Number:
144177-30-0
Molecular Weight:
439.59 (anhydrous basis)
MDL number:
MFCD11045993
UNSPSC Code:
12352200
PubChem Substance ID:
24900776
NACRES:
NA.77

form

solid

Quality Level

100

color

yellow

solubility

DMSO: >10 mg/mL
H2O: insoluble

storage temp.

−20°C

SMILES string

O.C[C@]12Cc3cn4c(nc3C[C@@H]1CC[C@@H]5[C@@H]2CC[C@@]6(C)[C@H]5CC[C@@]6(O)C#C)nc7ccccc47

InChI

1S/C29H33N3O.H2O/c1-4-29(33)14-12-22-20-10-9-19-15-24-18(16-27(19,2)21(20)11-13-28(22,29)3)17-32-25-8-6-5-7-23(25)30-26(32)31-24;/h1,5-8,17,19-22,33H,9-16H2,2-3H3;1H2/t19-,20+,21-,22-,27-,28-,29-;/m0./s1

InChI key

RGVGINOANKXLLR-GCGDSGHKSA-N

Gene Information

rat ... Tacr1(24807)

Biochem/physiol Actions

WIN 51708 hydrate is a non-peptide NK1 tachykinin receptor antagonist.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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B R Venepalli et al.
Journal of medicinal chemistry, 35(2), 374-378 (1992-01-24)
Several heterosteroids containing a dihydroethisterone skeleton were prepared and shown to displace substance P in a receptor binding assay. Further biochemical (kinetic and Scatchard analyses) and pharmacological evaluation (substance P-induced plasma extravasation and salivation in the rat) of a representative
K C Appell et al.
Molecular pharmacology, 41(4), 772-778 (1992-04-01)
125I-Bolton-Hunter-substance P (125I-BH-SP) binding properties of three novel classes of neurokinin-1 (NK-1) receptor antagonists were investigated in tissues derived from humans, guinea pigs, and rats. 125I-BH-SP was shown to bind to a single class of binding sites, with similar dissociation

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