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Analgesics and anti-inflammatories

Talmapimod

Also known as SCIO-469, SCIO 469, Scios 469

CAS 309913-83-5Formula C27H30ClFN4O3Molar mass 513.01 g/mol
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Talmapimod chemical structure, C27H30ClFN4O3, CAS 309913-83-5
2D chemical structure

Key facts

What buyers check first

All properties
CAS number
309913-83-5
Formula
C27H30ClFN4O3
Molar mass
513.01 g/mol
HS code
293359
Category
Analgesics and anti-inflammatories

What is Talmapimod?

Plain description, key identifiers and synonyms

Talmapimod is an indolecarboxamide obtained by formal condensation of the carboxy group of 6-chloro-3-[(dimethylamino)(oxo)acetyl]-1-methylindole-5-carboxylic acid with the secondary amino group of (2S,5R)-1-[(4-fluorophenyl)methyl]-2,5-dimethylpiperazine. It is a potent inhibitor of MAPK and exhibits anti-cancer properties. It has a role as an antineoplastic agent, an apoptosis inducer and an EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor. It is a dicarboxylic acid diamide, a N-acylpiperazine, a N-alkylpiperazine, an indolecarboxamide, a chloroindole, an aromatic amide, an aromatic ketone and a member of monofluorobenzenes.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
2-[6-chloro-5-[(2R,5S)-4-[(4-fluorophenyl)methyl]-2,5-dimethylpiperazine-1-carbonyl]-1-methylindol-3-yl]-N,N-dimethyl-2-oxoacetamide
CAS number
309913-83-5 CAS number cross-checkedOther or deprecated CAS: 309915-13-7
Molecular formula
C27H30ClFN4O3
UNII
B1E00KQ6NT
InChIKey
ZMELOYOKMZBMRB-DLBZAZTESA-N
InChI
InChI=1S/C27H30ClFN4O3/c1-16-13-33(17(2)12-32(16)14-18-6-8-19(29)9-7-18)26(35)21-10-20-22(25(34)27(36)30(3)4)15-31(5)24(20)11-23(21)28/h6-11,15-17H,12-14H2,1-5H3/t16-,17+/m0/s1
Canonical SMILES
CC1CN(C(=O)c2cc3c(C(=O)C(=O)N(C)C)cn(C)c3cc2Cl)C(C)CN1Cc1ccc(F)cc1
Isomeric SMILES
C[C@@H]1CN([C@H](CN1C(=O)C2=C(C=C3C(=C2)C(=CN3C)C(=O)C(=O)N(C)C)Cl)C)CC4=CC=C(C=C4)F

Synonyms

  • SCIO-469
  • SCIO 469
  • Scios 469
  • 2-[6-chloro-5-[(2R,5S)-4-[(4-fluorophenyl)methyl]-2,5-dimethylpiperazine-1-carbonyl]-1-methylindol-3-yl]-N,N-dimethyl-2-oxoacetamide
  • 2-(6-Chloro-5-{[(2r,5s)-4-(4-Fluorobenzyl)-2,5-Dimethylpiperazin-1-Yl]carbonyl}-1-Methyl-1h-Indol-3-Yl)-N,N-Dimethyl-2-Oxoacetamide
  • 1H-Indole-3-acetamide, 6-chloro-5-(((2R,5S)-4-((4-fluorophenyl)methyl)-2,5-dimethyl-1-piperazinyl)carbonyl)-N,N,1-trimethyl-alpha-oxo-
  • 2-(6-chloro-5-(((2R,5S)-4-(4-fluorobenzyl)-2,5-dimethylpiperazin-1-yl)carbonyl)-1-methyl-1H-indol-3-yl)-N,N-dimethyl-2-oxoacetamide
  • 2-(6-chloro-5-{(2R,5S)-4-[(4-fluorophenyl)methyl]-2,5-dimethylpiperazine-1-carbonyl}-1-methyl-1H-indol-3-yl)-N,N-dimethyl-2-oxoacetamide
  • talmapimodum
  • 1H-Indole-3-acetamide, 6-chloro-5-[[(2R,5S)-4-[(4-fluorophenyl)methyl]-2,5-dimethyl-1-piperazinyl]carbonyl]-N,N,1-trimethyl-alpha-oxo-
  • 2-(6-chloro-5-((2R,5S)-4-((4-fluorophenyl)methyl)-2,5-dimethylpiperazine-1-carbonyl)-1-methyl-1H-indol-3-yl)-N,N-dimethyl-2-oxoacetamide
  • 2-(6-chloro-5-((2R,5S)-4-((4-fluorophenyl)methyl)-2,5-dimethylpiperazine-1-carbonyl)-1-methylindol-3-yl)-N,N-dimethyl-2-oxoacetamide
  • 2-[6-Chloro-5-[[(2R,5S)-4-(4-fluorobenzyl)-2,5-dimethylpiperazin-1-yl]carbonyl]-1-methyl-1H-indol-3-yl]-N,N-dimethyl-2-oxoacetamide
  • SCIO 469 hydrochloride
  • rac-Talmapimod
  • 2-(6-chloro-5-((2R,5S)-4-(4-fluorobenzyl)-2,5-dimethylpiperazine-1-carbonyl)-1-methyl-1H-indol-3-yl)-N,N-dimethyl-2-oxoacetamide
  • 309913-83-5 (free base)
  • Talmapimod (USAN/INN)
  • C27H30ClFN4O3
  • SCIO469
  • 2-[6-chloro-5-[(2R,5S)-4-[(4-fluorophenyl)methyl]-2,5-dimethyl-piperazine-1-carbonyl]-1-methyl-indol-3-yl]-N,N-dimethyl-2-oxo-acetamide
  • 2-(6-Chloro-5-{4-[(4-fluorophenyl)methyl]-2,5-dimethylpiperazine-1-carbonyl}-1-methyl-1H-indol-3-yl)-N,N-dimethyl-2-oxoacetamide
  • rel-6-Chloro-5-[[(2R,5S)-4-[(4-fluorophenyl)methyl]-2,5-dimethyl-1-piperazinyl]carbonyl]-N,N,1-trimethyl-a-oxo-1H-indole-3-acetamide, SCIO 282, SD 282

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
513.01 g/molcalc.
Exact mass
512.199 Dacalc.
LogP (octanol/water)
3.98calc.
Topological polar surface area
65.86 Ųcalc.
Hydrogen bond donors
0calc.
Hydrogen bond acceptors
4calc.
Rotatable bonds
5calc.
Heavy atoms
36calc.
Rings
4calc.
Aromatic rings
3calc.
Fraction sp3 carbons
0.37calc.
Formal charge
0calc.
Stereocentres
2calc.
Lipinski rule of five
Passes (1 violation)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, O=C(c1ccc2[nH]ccc2c1)N1CCN(Cc2ccccc2)CC1

O=C(c1ccc2[nH]ccc2c1)N1CCN(Cc2ccccc2)CC1

4 rings, 24 atoms, the (4-Benzylpiperazin-1-yl)(1H-indol-5-yl)methanone ring system.

7 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

No GHS hazard classification is recorded for this substance yet. That does not mean it is harmless.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Talmapimod suppliers

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All 4 suppliers
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Where suppliers are based

4 suppliers in 3 countries

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Talmapimod price

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Uses and applications

What the substance is used for, by industry and function

Roles

  • antineoplastic agent
  • antirheumatic drug
  • apoptosis inducer
  • enzyme inhibitor
  • pharmaceutical
  • protein kinase inhibitor

Pharmacology

Talmapimod is an orally bioavailable, small-molecule, p38 mitogen-activated protein kinase (MAPK) inhibitor with potential immunomodulating, anti-inflammatory, and antineoplastic activities. Talmapimod specifically binds to and inhibits the phosphorylation of p38 MAPK, which may result in the induction of tumor cell apoptosis, the inhibition of tumor cell proliferation, and the inhibition of tumor angiogenesis. This agent may also enhance proteasome inhibitor-induced apoptosis. p38 MAPK is a serine/threonine protein kinase involved in a MAPK signaling cascade that controls cellular responses to various environmental stresses, cytokines, and endotoxins.

Regulatory status

Inventories, regulations and trade controls that list this substance

No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Talmapimod is traded under.

HS 2933.59Indicative HS code

Compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring, other

World exports in 2024
$18.4B
+10.5% vs 2023, imports $24.8B
2019 to 2024
Top exporters
  1. Ireland43.6%
  2. Switzerland * partner reported26.3%
  3. China7.9%
Top importers
  1. Slovenia30.3%
  2. United States30.1%
  3. Germany15.3%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Talmapimod is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Talmapimod, based on the data on this page

What is Talmapimod?

Talmapimod is an indolecarboxamide obtained by formal condensation of the carboxy group of 6-chloro-3-[(dimethylamino)(oxo)acetyl]-1-methylindole-5-carboxylic acid with the secondary amino group of (2S,5R)-1-[(4-fluorophenyl)methyl]-2,5-dimethylpiperazine.

What is the CAS number of Talmapimod?

The CAS registry number of Talmapimod is 309913-83-5. Other or deprecated CAS numbers: 309915-13-7.

What is the molecular formula and weight of Talmapimod?

The molecular formula of Talmapimod is C27H30ClFN4O3 and its molar mass is 513.01 g/mol.

What is Talmapimod used for?

Known uses and roles of Talmapimod include anti-inflammatories in pharmaceuticals, antineoplastic agent, antirheumatic drug, apoptosis inducer, enzyme inhibitor and 2 more.

Is Talmapimod hazardous?

No GHS hazard classification for Talmapimod is recorded on CompoundList yet. That does not prove it is safe. Always read the supplier safety data sheet.

What is the HS code of Talmapimod?

Talmapimod is usually classified under HS code 293359 (Compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring…). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Talmapimod?

CompoundList lists 4 suppliers of Talmapimod in China, France and United States. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

What is the price of Talmapimod?

Suppliers quote Talmapimod on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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