Skip to Content
Merck
All Photos(1)

Documents

Safety Information

A114

Sigma-Aldrich

(+)-N-Allylnormetazocine hydrochloride

≥98% (HPLC)

Synonym(s):

(+)-NANM hydrochloride, SKF-10047, SKF10047, [2S-(2α, 6α,11R*)]-1,2,3,4,5,6-Hexahydro-6,11-dimethyl-3-(2-propenyl)-2,6-methano-3-benzazocin-8-ol hydrochloride

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C17H23NO · HCl
CAS Number:
133005-41-1
Molecular Weight:
293.83
MDL number:
MFCD00078552
UNSPSC Code:
12352200
PubChem Substance ID:
24278250
NACRES:
NA.77

Assay

≥98% (HPLC)

form

solid

optical activity

[α]21/D +90.6°, c = 1 in ethanol(lit.)

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

storage condition

desiccated

color

white

solubility

H2O: >10 mg/mL

storage temp.

room temp

SMILES string

Cl[H].C[C@@H]1[C@@H]2Cc3ccc(O)cc3[C@@]1(C)CCN2CC=C

InChI

1S/C17H23NO.ClH/c1-4-8-18-9-7-17(3)12(2)16(18)10-13-5-6-14(19)11-15(13)17;/h4-6,11-12,16,19H,1,7-10H2,2-3H3;1H/t12-,16+,17+;/m1./s1

InChI key

ZTGMHFIGNYXMJV-XSCGHNKWSA-N

Gene Information

human ... OPRS1(10280)

Biochem/physiol Actions

Selective σ1 receptor agonist.

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

A114-BULK:
A114-50MG:
A114-VAR:
A114-10MG:

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Parham Gharagozlou et al.
BMC pharmacology, 6, 3-3 (2006-01-26)
The aim of the present study was to describe the activity of a set of opioid drugs, including partial agonists, in a human embryonic kidney cell system stably expressing only the mouse kappa-opioid receptors. Receptor activation was assessed by measuring
R A Wilke et al.
The Journal of biological chemistry, 274(26), 18387-18392 (1999-06-22)
Recent work has indicated that sigma receptor ligands can modulate potassium channels. However, the only sigma receptor characterized at the molecular level has a novel structure unlike any other receptor known to modulate ion channels. This 26-kDa protein has a
Parham Gharagozlou et al.
BMC pharmacology, 3, 1-1 (2003-01-07)
The aim of the present study was to describe the activity of a set of opioid drugs, including partial agonists, in a cell system expressing only mu opioid receptors. Receptor activation was assessed by measuring the inhibition of forskolin-stimulated cyclic
S Shimazu et al.
European journal of pharmacology, 388(2), 139-146 (2000-02-10)
We investigated the potential neuroprotective effects of several sigma receptor ligands in organotypic midbrain slice cultures as an excitotoxicity model system. When challenged with 100-microM N-methyl-D-aspartate (NMDA) for 24 h, dopaminergic neurons in midbrain slice cultures degenerated, and this was
Y Itzhak
Life sciences, 42(7), 745-752 (1988-01-01)
The pharmacological specificity of representative psychotomimetic agents such as phencyclidine (PCP) analogs, opiate benzomorphans and several antipsychotic agents was assessed for the sigma and PCP binding sites. In a series of binding experiments, in rat brain membranes, sigma and PCP
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service