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Details

Stereochemistry ACHIRAL
Molecular Formula C25H31FN6O2.ClH
Molecular Weight 503.012
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TREFENTANIL HYDROCHLORIDE

SMILES

Cl.CCN1N=NN(CCN2CCC(CC2)(N(C(=O)CC)C3=C(F)C=CC=C3)C4=CC=CC=C4)C1=O

InChI

InChIKey=YMRJQYDWCFOMRR-UHFFFAOYSA-N
InChI=1S/C25H31FN6O2.ClH/c1-3-23(33)32(22-13-9-8-12-21(22)26)25(20-10-6-5-7-11-20)14-16-29(17-15-25)18-19-31-24(34)30(4-2)27-28-31;/h5-13H,3-4,14-19H2,1-2H3;1H

HIDE SMILES / InChI

Molecular Formula C25H31FN6O2
Molecular Weight 466.551
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Trefentanil is a short-acting synthetic opioid of the piperidine class. The drug caused potent analgesia with the peak effect occurring 3 min after injection. There was no significant difference in analgesic potency of trefentanil and alfentanil as measured by tolerance to tibial pressure at 3 min. Trefentanil had a pharmacokinetic and pharmacodynamic profile similar to alfentanil, with a small extent of tissue distribution and a rapid blood/brain equilibration. Trefentanil caused significant respiratory depression at doses of 32 ug/kg and 64 ug/kg. It is a mu-opioid receptor agonist. Trefentanil produced naloxone reversible anti-nociception equi-efficacious to that of fentanyl.

Originator

Approval Year

PubMed

Patents

Substance Class Chemical
Record UNII
20742ZOB3G
Record Status Validated (UNII)
Record Version