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D041

Sigma-Aldrich

S(+)-Propylnorapomorphine hydrochloride

solid

Synonym(s):

S(+)-NPA hydrochloride, S(+)10,11-Dihydroxy-N-n-propylnoraporphine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C19H21NO2 · HCl
CAS Number:
79703-31-4
Molecular Weight:
331.84
MDL number:
MFCD00069246
UNSPSC Code:
12352210
PubChem Substance ID:
24893232
NACRES:
NA.77

form

solid

color

off-white

solubility

H2O: moderately soluble
ethanol: soluble (Solutions should be freshly prepared.)

storage temp.

2-8°C

SMILES string

Cl.[H][C@@]12Cc3ccc(O)c(O)c3-c4cccc(CCN1CCC)c24

InChI

1S/C19H21NO2.ClH/c1-2-9-20-10-8-12-4-3-5-14-17(12)15(20)11-13-6-7-16(21)19(22)18(13)14;/h3-7,15,21-22H,2,8-11H2,1H3;1H/t15-;/m0./s1

InChI key

PCOQOGIDTIFQAM-RSAXXLAASA-N

General description

Dissolve in oxygen-free boiled water containing 0.1% sodium metabisulfite or other antioxidant. Solutions should be freshly prepared.

Biochem/physiol Actions

Limbic-selective dopamine antagonist.

Caution

Store tightly sealed at 4 °C; subject to rapid oxidation. Packed under argon; reseal bottle under argon or nitrogen to maximize stability.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H336

Hazard Classifications

STOT SE 3

Target Organs

Central nervous system

Storage Class Code

11 - 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

Certificates of Analysis (COA)

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R F Cox et al.
The Journal of pharmacology and experimental therapeutics, 247(1), 355-362 (1988-10-01)
Prompted by conflicting reports of both agonist and antagonist properties of the S-(+)-enantiomer of the potent dopamine agonist R-(-)-N-n-propylnorapomorphine (NPA), we carried out extracellular, single unit recording studies to compare the effects of both enantiomers on substantia nigra and ventral
J L Neumeyer et al.
Journal of medicinal chemistry, 26(4), 516-521 (1983-04-01)
The enantiomers [(S)-(+) and (R)-(-)] of N-n-propylnorapomorphine (NPA) were synthesized. (R)-NPA was obtained by the acid-catalyzed rearrangement of N-n-propylnormorphine. (R)-NPA also was converted to (RS)-N-n-propylnorapomorphine dimethyl ether by dehydrogenation of the 10,11-O,O'-dimethyl ether of (R)-NPA with 10% palladium on carbon

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