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P201

Sigma-Aldrich

R(−)-PD 128,908 hydrochloride

>97%, solid

Synonym(s):

R(–)-(4aS,10bS)-3,4,4a,10b-Tetrahydro-4-propyl-2H,5H-[1]benzopyrano-[4,3-b]-1,4-oxazin-9-ol

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About This Item

Empirical Formula (Hill Notation):
C14H19NO3 · HCl
Molecular Weight:
285.77
MDL number:
MFCD00210210
UNSPSC Code:
41106305
PubChem Substance ID:
24898264

assay

>97%

form

solid

optical activity

[α]21/D −67.2°, c = 0.1 in methanol(lit.)

color

white

solubility

ethanol: >10 mg/mL
DMSO: 18 mg/mL
H2O: 9 mg/mL

SMILES string

Cl[H].CCCN1CCO[C@H]2[C@H]1COc3ccc(O)cc23

InChI

1S/C14H19NO3.ClH/c1-2-5-15-6-7-17-14-11-8-10(16)3-4-13(11)18-9-12(14)15;/h3-4,8,12,14,16H,2,5-7,9H2,1H3;1H/t12-,14-;/m1./s1

InChI key

DCFXOTRONMKUJB-QMDUSEKHSA-N

Biochem/physiol Actions

Selective D3 dopamine receptor agonist; less active enantiomer of S(+)-PD 128,907 hydrochloride.

Caution

Light sensitive.

Legal Information

Manufactured and sold with the permission of Warner-Lambert Company.

Storage Class

13 - Non 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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Assessment of cocaine-like discriminative stimulus effects of dopamine D3 receptor ligands.
Acri, et al.
European Journal of Pharmacology, 281 (1995)
F Sautel et al.
Neuroreport, 6(2), 329-332 (1995-01-26)
The functional potency of a series of dopamine agonists for increasing mitogenesis, measured by incorporation of [3H]thymidine, was established in transfected cell lines expressing human D2 or D3 receptors. The functional selectivity of agonists markedly differs from their binding selectivity.
H A DeWald et al.
Journal of medicinal chemistry, 33(1), 445-450 (1990-01-01)
The dopamine agonist profile of (+-)-trans-3,4,4a,10b-tetrahydro-4-propyl-2H,5H-[1]benzopyrano [4,3-b]-1,4-oxazin-9-ol (16a) and its enantiomers (16b-c) was examined. Racemic 16a exhibited moderate affinity for the dopamine (DA) D2 receptor labeled with the DA antagonist ligand [3H]haloperidol and moderate in vivo activity; it attenuated gamma-butyrolactone-stimulated
Phedias Diamandis et al.
Nature chemical biology, 3(5), 268-273 (2007-04-10)
The identification of self-renewing and multipotent neural stem cells (NSCs) in the mammalian brain holds promise for the treatment of neurological diseases and has yielded new insight into brain cancer. However, the complete repertoire of signaling pathways that governs the

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