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Details

Stereochemistry ACHIRAL
Molecular Formula C36H59N5O2
Molecular Weight 593.886
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TELRATOLIMOD

SMILES

CCCCCCCCCCCCCCCCCC(=O)NCCCCON1C(CCCC)=NC2=C1C3=C(C=CC=C3)N=C2N

InChI

InChIKey=RRTPWQXEERTRRK-UHFFFAOYSA-N
InChI=1S/C36H59N5O2/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-18-19-27-33(42)38-28-22-23-29-43-41-32(26-6-4-2)40-34-35(41)30-24-20-21-25-31(30)39-36(34)37/h20-21,24-25H,3-19,22-23,26-29H2,1-2H3,(H2,37,39)(H,38,42)

HIDE SMILES / InChI

Molecular Formula C36H59N5O2
Molecular Weight 593.886
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

MedImmune is developing MEDI 9197 (formerly 3M-052), a toll-like receptor 7/8 dual agonist, for the treatment of cancer. MEDI9197 has been designed to activate a broad range of innate immune cells through targeting of both TLR 7 and 8, leading to a more robust adaptive immune response. A TLR7 and 8 dual agonist can additionally convert immune suppressive cells in the tumor to those with anti-tumor properties, allowing the generation of an effective anti-tumor response. MEDI9197 is uniquely designed for intratumoral injection, allowing the compound to be retained in the tumor and provide specific immune activation, enhancing its safety and tolerability profile.

Approval Year

PubMed

PubMed

TitleDatePubMed
Combination therapy targeting toll like receptors 7, 8 and 9 eliminates large established tumors.
2014
Vaccine induction of antibodies and tissue-resident CD8+ T cells enhances protection against mucosal SHIV-infection in young macaques.
2019 Feb 21

Sample Use Guides

Mice: CT26 colon cancer cells were implanted subcutaneouslyinto the flank of syngeneic BALB/c mice. When these tumors reached 200 mm3 in volume, 100 ug of ODN and/or 50 ug of 3M-052 was injected intra-tumorally and the procedure repeated 2 days later.
Route of Administration: Other
In vitro stimulation of bone marrow-derived dendritic cells, measured by IL-12 secretion, demonstrated that 3M-052 (free or MP-formulated) had a concentration-dependent immunostimulatory effect with an optimum concentration of 2 ug/mL.
Substance Class Chemical
Created
by admin
on Sat Dec 16 02:53:13 GMT 2023
Edited
by admin
on Sat Dec 16 02:53:13 GMT 2023
Record UNII
16598XQ2BT
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TELRATOLIMOD
INN  
Official Name English
N-(4-((4-AMINO-2-BUTYL-1H-IMIDAZO(4,5-C)QUINOLIN-1-YL)OXY)BUTYL)OCTADECANAMIDE
Systematic Name English
3M-052
Code English
Telratolimod [WHO-DD]
Common Name English
OCTADECANAMIDE, N-(4-((4-AMINO-2-BUTYL-1H-IMIDAZO(4,5-C)QUINOLIN-1-YL)OXY)BUTYL)-
Systematic Name English
telratolimod [INN]
Common Name English
MEDI9197
Code English
MEDI-9197
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C2139
Created by admin on Sat Dec 16 02:53:13 GMT 2023 , Edited by admin on Sat Dec 16 02:53:13 GMT 2023
Code System Code Type Description
FDA UNII
16598XQ2BT
Created by admin on Sat Dec 16 02:53:13 GMT 2023 , Edited by admin on Sat Dec 16 02:53:13 GMT 2023
PRIMARY
CAS
1359993-59-1
Created by admin on Sat Dec 16 02:53:13 GMT 2023 , Edited by admin on Sat Dec 16 02:53:13 GMT 2023
PRIMARY
EVMPD
SUB184743
Created by admin on Sat Dec 16 02:53:13 GMT 2023 , Edited by admin on Sat Dec 16 02:53:13 GMT 2023
PRIMARY
INN
10781
Created by admin on Sat Dec 16 02:53:13 GMT 2023 , Edited by admin on Sat Dec 16 02:53:13 GMT 2023
PRIMARY
PUBCHEM
56833311
Created by admin on Sat Dec 16 02:53:13 GMT 2023 , Edited by admin on Sat Dec 16 02:53:13 GMT 2023
PRIMARY
NCI_THESAURUS
C124653
Created by admin on Sat Dec 16 02:53:13 GMT 2023 , Edited by admin on Sat Dec 16 02:53:13 GMT 2023
PRIMARY
SMS_ID
100000170639
Created by admin on Sat Dec 16 02:53:13 GMT 2023 , Edited by admin on Sat Dec 16 02:53:13 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> AGONIST
TARGET -> AGONIST
Related Record Type Details
ACTIVE MOIETY
Direct activation of innate immune cells with anti-tumor activity was observed, as was a reduction in the immunosuppressive local environment. 3M-052 also induces the accumulation of mononuclear phagocytes concomitant with the induction of histologically established tumor liquifactive necrosis. Moreover, 3M-052 induces antitumor activity when injected into tumors but not when injected distal from tumors. These findings are based on inhibition of tumor growth and increased long-term survival. 3M-052 is under consideration for clinical use in patients with cancers suitable for intratumoral therapy and as being evaluated as a cancer vaccine adjuvant.