U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C36H53N7O6
Molecular Weight 679.8507
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIFELIKEFALIN

SMILES

CC(C)C[C@]([H])(C(=N[C@]([H])(CCCCN)C(=O)N1CCC(CC1)(C(=O)O)N)O)N=C([C@@]([H])(Cc2ccccc2)N=C([C@@]([H])(Cc3ccccc3)N)O)O

InChI

InChIKey=FWMNVWWHGCHHJJ-SKKKGAJSSA-N
InChI=1S/C36H53N7O6/c1-24(2)21-29(32(45)40-28(15-9-10-18-37)34(47)43-19-16-36(39,17-20-43)35(48)49)42-33(46)30(23-26-13-7-4-8-14-26)41-31(44)27(38)22-25-11-5-3-6-12-25/h3-8,11-14,24,27-30H,9-10,15-23,37-39H2,1-2H3,(H,40,45)(H,41,44)(H,42,46)(H,48,49)/t27-,28-,29-,30-/m1/s1

HIDE SMILES / InChI

Molecular Formula C36H53N7O6
Molecular Weight 679.8507
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Difelikefalin is an orally bioavailable second-generation peptide. It is an investigational peripheral kappa opioid receptor agonist. Difelikefalin significantly reduced moderate to severe chronic itching while achieving across-the-board clinically meaningful improvements in quality of life measures in patients with hemodialysis-associated pruritus in a phase 2 study. In a phase 2 clinical investigation, difelikefalin was safe, well tolerated and showed robust analgesic activity for postoperative pain in female patients undergoing laparoscopy, with a significant reduction in post-operative morphine consumption and opioid-related side effects. Now difelikefalin is in phase III clinical trials for the treatment of post-operative pain and pruritus.

Approval Year

Sample Use Guides

In Vivo Use Guide
Sources: DOI: 10.19080/JPCR.2017.02.555588
Single dose - 0.04 mg/kg
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Sat Jun 26 13:07:37 UTC 2021
Edited
by admin
on Sat Jun 26 13:07:37 UTC 2021
Record UNII
NA1U919MRO
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DIFELIKEFALIN
INN   USAN   WHO-DD  
INN   USAN  
Official Name English
CR-845
Code English
FE202845
Code English
DIFELIKEFALIN [USAN]
Common Name English
MR-13A9
Code English
FE-202845
Code English
DIFELIKEFALIN ACETATE [JAN]
Common Name English
MR13A9
Code English
4-AMINO-1-(D-PHENYLALANYL-D-PHENYLALANYL-D-LEUCYL-D-LYSYL)PIPERIDINE-4-CARBOXYLIC ACID
Systematic Name English
DIFELIKEFALIN [WHO-DD]
Common Name English
4-PIPERIDINECARBOXYLIC ACID, N1-(D-PHENYLALANYL-D-PHENYLALANYL-D-LEUCYL-D-LYSYL)-4-AMINO-
Code English
DIFELIKEFALIN [INN]
Common Name English
CR845
Code English
Code System Code Type Description
PUBCHEM
24794466
Created by admin on Sat Jun 26 13:07:37 UTC 2021 , Edited by admin on Sat Jun 26 13:07:37 UTC 2021
PRIMARY
INN
10179
Created by admin on Sat Jun 26 13:07:37 UTC 2021 , Edited by admin on Sat Jun 26 13:07:37 UTC 2021
PRIMARY
EVMPD
SUB195302
Created by admin on Sat Jun 26 13:07:37 UTC 2021 , Edited by admin on Sat Jun 26 13:07:37 UTC 2021
PRIMARY
CAS
1024828-77-0
Created by admin on Sat Jun 26 13:07:37 UTC 2021 , Edited by admin on Sat Jun 26 13:07:37 UTC 2021
PRIMARY
DRUG BANK
DB11938
Created by admin on Sat Jun 26 13:07:37 UTC 2021 , Edited by admin on Sat Jun 26 13:07:37 UTC 2021
PRIMARY
FDA UNII
NA1U919MRO
Created by admin on Sat Jun 26 13:07:37 UTC 2021 , Edited by admin on Sat Jun 26 13:07:37 UTC 2021
PRIMARY
NCI_THESAURUS
C174752
Created by admin on Sat Jun 26 13:07:37 UTC 2021 , Edited by admin on Sat Jun 26 13:07:37 UTC 2021
PRIMARY
WIKIPEDIA
Difelikefalin
Created by admin on Sat Jun 26 13:07:37 UTC 2021 , Edited by admin on Sat Jun 26 13:07:37 UTC 2021
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY