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P201

R(−)-PD 128,908 hydrochloride

Name: R(−)-PD 128,908 hydrochloride
Brand: SIGMA

>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 Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)

A functional test identifies dopamine agonists selective for D3 versus D2 receptors.

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.

Synthesis and dopamine agonist properties of (+-)-trans-3,4,4a,10b-tetrahydro-4-propyl-2H,5H-[1]benzopyrano [4,3-b]-1,4-oxazin-9-ol and its enantiomers.

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

Chemical genetics reveals a complex functional ground state of neural stem cells.

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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