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Details

Stereochemistry ABSOLUTE
Molecular Formula C7H10N2O4
Molecular Weight 186.1653
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ASPARTYL-ALANYL-DIKETOPIPERAZINE

SMILES

C[C@@H]1NC(=O)[C@H](CC(O)=O)NC1=O

InChI

InChIKey=RVLCUCVJZVRNDC-IMJSIDKUSA-N
InChI=1S/C7H10N2O4/c1-3-6(12)9-4(2-5(10)11)7(13)8-3/h3-4H,2H2,1H3,(H,8,13)(H,9,12)(H,10,11)/t3-,4-/m0/s1

HIDE SMILES / InChI

Molecular Formula C7H10N2O4
Molecular Weight 186.1653
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Ampion (LMWF-5A) is a low molecular weight fraction of human serum albumin (HSA) currently being developed for the treatment of pain due to osteoarthritis of the knee. The primary constituent ingredient of Ampion is aspartyl-alanyl diketopiperazine, or DA-DKP, an endogenous immunomodulatory molecule derived from the N-terminus of HSA. Based on published pre-clinical and clinical research, DA-DKP plays a significant role in the regulation of inflammation. DA-DKP is believed to reduce inflammation by suppressing pro-inflammatory cytokine production in T-cells. Ampion also contains other known small molecules that confer anti-inflammatory effects to complement the activity of DA-DKP and derive demonstrated in-vitro and in-vivo effects. Ampio is currently developing Ampion as an intra-articular injection to treat osteoarthritis of the knee, and the final US pivotal trial is underway. Additional pre-clinical and clinical studies have been completed or are underway for Ampion and other chronic inflammatory conditions.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed

Sample Use Guides

Patients with symptomatic knee osteoarthritis were randomized 1∶1∶1∶1 to receive a single 4 mL or 10 mL intra-articular knee injection of either LMWF-5A
Route of Administration: Other
Substance Class Chemical
Created
by admin
on Sat Dec 16 11:09:52 UTC 2023
Edited
by admin
on Sat Dec 16 11:09:52 UTC 2023
Record UNII
R9CHM391D5
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ASPARTYL-ALANYL-DIKETOPIPERAZINE
Common Name English
AMPION
Brand Name English
DA-DKP
Common Name English
2-PIPERAZINEACETIC ACID, 5-METHYL-3,6-DIOXO-, (2S,5S)-
Systematic Name English
DMI-9523
Code English
DMI 9523 [WHO-DD]
Common Name English
DMI9523
Code English
Code System Code Type Description
FDA UNII
R9CHM391D5
Created by admin on Sat Dec 16 11:09:53 UTC 2023 , Edited by admin on Sat Dec 16 11:09:53 UTC 2023
PRIMARY
SMS_ID
300000021732
Created by admin on Sat Dec 16 11:09:53 UTC 2023 , Edited by admin on Sat Dec 16 11:09:53 UTC 2023
PRIMARY
PUBCHEM
9815453
Created by admin on Sat Dec 16 11:09:53 UTC 2023 , Edited by admin on Sat Dec 16 11:09:53 UTC 2023
PRIMARY
DRUG BANK
DB14940
Created by admin on Sat Dec 16 11:09:53 UTC 2023 , Edited by admin on Sat Dec 16 11:09:53 UTC 2023
PRIMARY
CAS
110954-19-3
Created by admin on Sat Dec 16 11:09:53 UTC 2023 , Edited by admin on Sat Dec 16 11:09:53 UTC 2023
PRIMARY
CAS
1879938-60-9
Created by admin on Sat Dec 16 11:09:53 UTC 2023 , Edited by admin on Sat Dec 16 11:09:53 UTC 2023
NO STRUCTURE GIVEN
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