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O003

β-Funaltrexamine hydrochloride

Opioid receptor antagonist, solid

Synonym(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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$577.00

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$1,970.00

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About This Item

Empirical Formula (Hill Notation):
C25H30N2O6 · HCl
CAS Number:
72786-10-8
Molecular Weight:
490.98
UNSPSC Code:
12352116
PubChem Substance ID:
24897921
NACRES:
NA.77
MDL number:
MFCD10565941
Form:
solid
Quality level:
100
Storage condition:
desiccated

Key Documents

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Product Name

β-Funaltrexamine hydrochloride, solid

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

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

Quality Level

100

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This Item
O001N129A0779
β-Funaltrexamine hydrochloride solid

Sigma-Aldrich

O003

β-Funaltrexamine hydrochloride

β-Chlornaltrexamine dihydrochloride solid

Sigma-Aldrich

O001

β-Chlornaltrexamine dihydrochloride

Naloxone methiodide ≥98% (HPLC), solid

Sigma-Aldrich

N129

Naloxone methiodide

p-Aminoclonidine hydrochloride solid

Sigma-Aldrich

A0779

p-Aminoclonidine hydrochloride

form

solid

form

solid

form

solid

form

solid

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

drug control

-

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

storage condition

desiccated

storage condition

-

storage condition

-

storage condition

-

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)

solubility

H2O: soluble (use aqueous solutions immediately.), ethanol: soluble (is stable for ca. 1 month in the freezer.), polar organic solvents: soluble

solubility

H2O: >10 mg/mL

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 1.4 mg/mL (Solutions may be stored for several days at 4 °C), boiling water: 100 mg/mL (Solutions may be stored for several days at 4 °C), 0.1 M HCl: soluble (Solutions may be stored for several days at 4 °C), methanol: soluble (Solutions may be stored for several days at 4 °C)

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000211518
0000211518
0000100179
0000081146
054M4613V

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Carlos Andres Lopez et al.
American journal of physiology. Regulatory, integrative and comparative physiology, 301(4), R1105-R1111 (2011-07-22)
Melanin-concentrating hormone (MCH) exerts an orexigenic effect that resembles that of opioids, suggesting that the MCH and opioid systems could interact in controlling the food intake behavior. Three series of experiments were conducted in male Wistar rats: 1) to test
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
Andrea Bedini et al.
Peptides, 31(11), 2135-2140 (2010-08-18)
We previously described a novel cyclic endomorphin-1 analog c[Tyr-D-Pro-D-Trp-Phe-Gly] (c[YpwFG]), acting as a mu-opioid receptor (MOR) agonist. This study reports that c[YpwFG] is more lipophilic and resistant to enzymatic hydrolysis than endomorphin-1 and produces preemptive antinociception in a mouse visceral
View All Related Papers

Protocols

LC/MS Analysis of Opioid Glucuronide Metabolites in Urine on Ascentis® Express F5 after Solid Phase Extraction (SPE) using Supel™-Select HLB

LC/MS Analysis of Opioid Glucuronide Metabolites in Urine on Ascentis® Express F5 after Solid Phase Extraction (SPE) using Supel™-Select HLB

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