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N1771

Sigma-Aldrich

nor-Binaltorphimine dihydrochloride

≥98% (TLC), solid, κ-opioid receptor antagonist

Synonym(s):

nor-BNI dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C40H43N3O6 · 2HCl
CAS Number:
113158-34-2
Molecular Weight:
734.71
MDL number:
MFCD00069374
UNSPSC Code:
12352200
PubChem Substance ID:
24278018
NACRES:
NA.77

product name

nor-Binaltorphimine dihydrochloride,

form

solid

Quality Level

200

storage temp.

−20°C

SMILES string

Cl[H].Cl[H].Oc1ccc2C[C@H]3N(CC[C@@]45[C@@H](Oc1c24)c6[nH]c7[C@@H]8Oc9c(O)ccc%10C[C@H]%11N(CC[C@@]8(c9%10)[C@@]%11(O)Cc7c6C[C@@]35O)CC%12CC%12)CC%13CC%13

InChI

1S/C40H43N3O6.2ClH/c44-25-7-5-21-13-27-39(46)15-23-24-16-40(47)28-14-22-6-8-26(45)34-30(22)38(40,10-12-43(28)18-20-3-4-20)36(49-34)32(24)41-31(23)35-37(39,29(21)33(25)48-35)9-11-42(27)17-19-1-2-19;;/h5-8,19-20,27-28,35-36,41,44-47H,1-4,9-18H2;2*1H/t27-,28-,35+,36+,37+,38+,39-,40-;;/m1../s1

InChI key

JOJPJLHRMGPDPV-LZQROVCBSA-N

Gene Information

human ... OPRK1(4986)

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Biochem/physiol Actions

Highly selective k-opioid receptor antagonist. nor-Binaltorphimine has antidepressant properties.

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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’.

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T K Eisenstein et al.
The Journal of pharmacology and experimental therapeutics, 275(3), 1484-1489 (1995-12-01)
An in vitro assay was used to compare the effect of opioids on antibody production by splenocytes from C3HeB/FeJ, C57BL/6J, C57BL/6ByJ and B6C3F1/J mice immunized with sheep red blood cells (SRBC). Spleen cells were removed from mice that had been
Central kappa-opioid receptor-mediated antidepressant-like effects of nor-Binaltorphimine: Behavioral and BDNF mRNA expression studies
Zhang H, et al.
European Journal of Pharmacology, 570(1-3), 89-96 (2007)
Aaron L Cone et al.
iScience, 26(7), 107241-107241 (2023-07-24)
Opioid receptors, including the kappa opioid receptor (KOR), exert control over thermoregulation and feeding behavior. Notably, activation of KOR stimulates food intake, leading to postulation that KOR signaling plays a central role in managing energy intake. KOR has also been
J G Wettstein et al.
Pharmacology, biochemistry, and behavior, 53(2), 411-416 (1996-02-01)
The antinociceptive effects of mu and kappa agonists were examined after the systemic administration of the opioid antagonists nor-binaltorphimine (nor-BNI) and naloxone in the late response or tonic nociceptive phase of the mouse formalin assay. Initially, SC morphine (ED50, 0.97
K W Kim et al.
Life sciences, 58(19), 1671-1679 (1996-01-01)
Receptor binding studies were performed to characterize the properties of subtypes of kappa opioid receptors in membrane preparations of human cerebral cortex. [3H]U69,593 ([3H]U69), a selective kappa 1-agonist, and [3H]diprenorphine ([3H]DIP), a non-selective opioid antagonist, in the presence of 1
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