MIRFENTANIL HYDROCHLORIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C22H24N4O2.ClH
Molecular Weight	412.913
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.O=C(N(C1CCN(CCC2=CC=CC=C2)CC1)C3=CN=CC=N3)C4=CC=CO4

InChI

InChIKey=KVCOVXMNIYUKBS-UHFFFAOYSA-N

InChI=1S/C22H24N4O2.ClH/c27-22(20-7-4-16-28-20)26(21-17-23-11-12-24-21)19-9-14-25(15-10-19)13-8-18-5-2-1-3-6-18;/h1-7,11-12,16-17,19H,8-10,13-15H2;1H

HIDE SMILES / InChI

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C22H24N4O2
Molecular Weight	376.4516
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8810836 | https://www.ncbi.nlm.nih.gov/pubmed/1650830 | https://adisinsight.springer.com/drugs/800003921

Mirfentanil was developed as CNS analgesic with a short duration of action. It induced antinociception predominately through mu opioid receptors. It was shown that at doses larger than those, which exert opioid effects, mirfentanil had nonopioid analgesic effects. The drug was successfully encapsulated in liposomes having a variety of compositions. The lipid composition of the formulation was varied to optimize the stabilization of liposomes and the encapsulation of solutes. Mirfentanil participated in phase II clinical trials for the treatment of pain. However, this study was discontinued.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Mu-type opioid receptor 61 Target ID: Q9MYW9 Gene ID: 574141.0 Gene Symbol: OPRM1 Target Organism: Macaca mulatta (Rhesus macaque) Sources: https://www.ncbi.nlm.nih.gov/pubmed/1650830 \| https://www.ncbi.nlm.nih.gov/pubmed/7616395	Agonist 2678

PubMed

Title	Date	PubMed
Mirfentanil: pharmacological profile of a novel fentanyl derivative with opioid and nonopioid effects.	1991 Aug	1650830
Mirfentanil antagonizes morphine-induced suppression of splenic NK activity in mice.	1996 Aug	8880221
Mirfentanil and A-4334: Tritiation at high specific activity.	2010 Jan	19875301

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:37:17 GMT 2023` Edited by `admin` on `Fri Dec 15 15:37:17 GMT 2023`
Record UNII	4XFQ391SJU
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

MIRFENTANIL HYDROCHLORIDE

Official Name

English

MIRFENTANIL HYDROCHLORIDE [USAN]

Common Name

English

N-(1-Phenylethyl-4-piperidyl)-N-pyrazinyl-2-furamide monohydrochloride

Systematic Name

English

A-3508.HCL

Code

English

2-FURANCARBOXAMIDE, N-(1-(2-PHENYLETHYL)-4-PIPERIDINYL)-N-PYRAZINYL-, MONOHYDROCHLORIDE

Common Name

English

MIRFENTANIL HCL

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C67413