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O003

Sigma-Aldrich

β-Funaltrexamine hydrochloride

solid

Synonyme(s) :

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

Formule empirique (notation de Hill):
C25H30N2O6 · HCl
Numéro CAS:
72786-10-8
Poids moléculaire :
490.98
Numéro MDL:
MFCD10565941
Code UNSPSC :
12352116
ID de substance PubChem :
24897921
Nomenclature NACRES :
NA.77

Forme

solid

Contrôle du médicament

regulated under CDSA - not available from Sigma-Aldrich Canada

Conditions de stockage

desiccated

Couleur

white

Solubilité

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)

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

BIPHUOBUKMPSQR-NQGXHZAGSA-N

Actions biochimiques/physiologiques

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

Caractéristiques et avantages

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Sigma-Aldrich

19-147

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Naltrexone hydrochloride

Sigma-Aldrich

N3136

Naltrexone hydrochloride

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

Sigma-Aldrich

N7758

Naloxone hydrochloride dihydrate

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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