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O003

Sigma-Aldrich

β-Funaltrexamine hydrochloride

solid

Synonyma:

β-FNA hydrochloride, (E)-4-[[(5α,6β)-17-(Cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxymorphinan-6-yl]amino]-4-oxo-2-butenoic acid methyl ester hydrochloride

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About This Item

Empirický vzorec (Hillův zápis):
C25H30N2O6 · HCl
Číslo CAS:
72786-10-8
Molekulová hmotnost:
490.98
MDL number:
MFCD10565941
UNSPSC Code:
12352116
PubChem Substance ID:
24897921
NACRES:
NA.77

form

solid

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

storage condition

desiccated

color

white

solubility

H2O: 7.5 mg/mL (aqueous solutions should be promptly used)
methanol: 7.6 mg/mL (do not store in ethanolic solution; methanolic solutions may be stored for several weeks at 4 °C)

storage temp.

−20°C

SMILES string

Cl.COC(=O)\C=C\C(=O)N[C@@H]1CC[C@@]2(O)[C@H]3Cc4ccc(O)c5OC1[C@]2(CCN3CC6CC6)c45

InChI

1S/C25H30N2O6.ClH/c1-32-20(30)7-6-19(29)26-16-8-9-25(31)18-12-15-4-5-17(28)22-21(15)24(25,23(16)33-22)10-11-27(18)13-14-2-3-14;/h4-7,14,16,18,23,28,31H,2-3,8-13H2,1H3,(H,26,29);1H/b7-6+;/t16-,18-,23+,24+,25-;/m1./s1

InChI key

BIPHUOBUKMPSQR-NQGXHZAGSA-N

Biochem/physiol Actions

Selective irreversible μ opioid receptor antagonist that is also a κ opioid receptor agonist.

Features and Benefits

This compound is featured on the Opioid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

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)

Osvědčení o analýze (COA)

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Naloxone hydrochloride dihydrate ≥98% (TLC and titration), powder

Sigma-Aldrich

N7758

Naloxone hydrochloride dihydrate

β-Chlornaltrexamine dihydrochloride solid

Sigma-Aldrich

O001

β-Chlornaltrexamine dihydrochloride

R B Rothman et al.
Synapse (New York, N.Y.), 8(2), 86-99 (1991-06-01)
beta-Funaltrexamine (beta-FNA) is an alkylating derivative of naltrexone. In addition to acting as an irreversible inhibitor of mu-receptor-mediated physiological effects, intracerebroventricular (i.c.v.) administration of beta-FNA to rat attenuates the ability of selective delta receptor antagonists and naloxone to reverse delta
Sarah A Nickolls et al.
Journal of biomolecular screening, 16(7), 706-716 (2011-05-10)
The correct interpretation of data is fundamental to the study of G-protein-coupled receptor pharmacology. Often, new assay technologies are assimilated into the drug discovery environment without full consideration of the data generated. In this study, the authors look at µ-opioid
Thomas J Martin et al.
Anesthesiology, 114(3), 633-642 (2011-02-05)
Neuropathic pain alters opioid self-administration in rats. The brain regions altered in the presence of neuropathic pain mediating these differences have not been identified, but likely involve ascending pain pathways interacting with the limbic system. The amygdala is a brain
M Morales-Mulia et al.
Behavioural brain research, 235(2), 189-194 (2012-09-12)
Anxiolytic effects of alcohol participate in the reinforcing properties of the drug, in which nucleus accumbens (NAcc) is implicated. The opioidergic system in NAcc is considered a main pathway involved in the emotional responses of animals: rats microinjected with morphine
Yue Cui et al.
Neuroscience, 171(1), 134-143 (2010-09-10)
Hippocampus is a critical structure for the acquisition of morphine-induced conditioned place preference (CPP), which is a usual learning paradigm for assessing drug reward. However, the precise mechanisms remain largely unknown. Phosphatidylinositol 3-kinase (PI3K) and its downstream targets, including Akt
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Protokoly

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