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Doramapimod

CAS No.
285983-48-4
Chemical Name:
Doramapimod
Synonyms
BIRB 796 (DoraMapiMod);CS-379;CS-1863;BIBR-796;BIRB 796;BIRB 796BS;doramapimod;BIRB-796;BIRB796;DoraMapin BIBR796;BIBR-796(DoraMapiMod)
CBNumber:
CB2855127
Molecular Formula:
C31H37N5O3
Molecular Weight:
527.66
MDL Number:
MFCD09752957
MOL File:
285983-48-4.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-06-12 08:45:15

Doramapimod Properties

Melting point 142-143 °C
Boiling point 631.6±55.0 °C(Predicted)
Density 1.20±0.1 g/cm3(Predicted)
storage temp. Sealed in dry,Store in freezer, under -20°C
solubility Soluble in DMSO (up to 50 mg/ml) or in Ethanol (up to 30 mg/ml).
pka 13.47±0.70(Predicted)
form solid
color White or off-white
Stability Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 2 months.
InChIKey MVCOAUNKQVWQHZ-UHFFFAOYSA-N
SMILES CC1=CC=C(N2C(NC(NC3=CC=C(OCCN4CCOCC4)C5=C3C=CC=C5)=O)=CC(C(C)(C)C)=N2)C=C1
FDA UNII HO1A8B3YVV
UNSPSC Code 12352200
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H319-H335-H302+H312+H332-H315
Precautionary statements  P301+P312-P302+P352-P305+P351+P338
WGK Germany  WGK 3
HS Code  2934999090
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral

Doramapimod price More Price(95)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 506172 p38 MAP Kinase Inhibitor X, BIRB 796 - CAS 285983-48-4 - Calbiochem 285983-48-4 10mg $199 2026-04-30 Buy
TCI Chemical D6115 Doramapimod 285983-48-4 50MG $200 2026-04-30 Buy
Cayman Chemical 10460 Doramapimod ≥98% 285983-48-4 1mg $29 2026-04-30 Buy
Cayman Chemical 10460 Doramapimod ≥98% 285983-48-4 5mg $55 2026-04-30 Buy
Cayman Chemical 10460 Doramapimod ≥98% 285983-48-4 10mg $96 2026-04-30 Buy
Product number Packaging Price Buy
506172 10mg $199 Buy
D6115 50MG $200 Buy
10460 1mg $29 Buy
10460 5mg $55 Buy
10460 10mg $96 Buy

Doramapimod Chemical Properties, Uses, Production

Description

Doramapimod (285983-48-4) potently and selectively inhibits p38 MAPK by simultaneously binding to the ATP-binding domain and an allosteric site.1(IC50=18 nM). Displays anti-inflammatory activity2but differential effects on inflammatory genes3. Cell permeable.

Chemical Properties

Pale Beige Solid

Uses

Doramapimod is a highly potent inhibitor of p38 mitogen-activated protein kinase (MAPK). Doramapimod is a potential agent for the treatment of inflammatory diseases. Doramapimod blocks baseline and bortezomib-triggered upregulation of p38 MAPK and Hsp27 phosphorylation leading to enhanced cytotoxicity and caspase activation.

Definition

ChEBI: A member of the class of pyrazoles that is an immunomodulator used for treatment of rheumatoid arthritis, Crohn's disease and psoriasis.

Synthesis

2,2,2-trichloroethyl 3-tert-butyl-1-(4-methylphenyl)-1H-pyrazol-5-ylcarbamate

317806-87-4

4-[2-(4-NITRONAPHTHALEN-1-YLOXY)ETHYL]MORPHOLINE

317806-88-5

Doramapimod

285983-48-4

Step 4 Synthesis of 1-(3-tert-butyl-1-tosyl-1H-pyrazol-5-yl)-3-(4-(2-morpholinoethoxy)naphthalen-1-yl)urea (Compound 4): to a mixed solution of 4-(2-((4-nitronaphthalen-1-yl)oxy)ethyl)morpholine (11.18 g, 36.9 mmol) in methanol (90 mL) and THF (30 mL) , 5% palladium/activated carbon (0.500 g) was added. The resulting mixture was stirred at room temperature in a hydrogen atmosphere for 23 hours. Upon completion of the reaction, the insoluble material was removed by filtration and the solvent was evaporated under reduced pressure. The resulting residue was mixed with 2,2,2-trichloroethyl (3-(tert-butyl)-1-(p-tolyl)-1H-pyrazol-5-yl)carbamate (16.1 g, 39.7 mmol), N,N-diisopropylethylamine (8.50 mL) and DMSO (30 mL) and stirred at 60 °C for 18 hours. After completion of the reaction, the reaction solution was cooled to room temperature and saturated brine was added. The aqueous layer was extracted with ethyl acetate and the organic phase was dried with anhydrous sodium sulfate and the solvent was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent: ethyl acetate/hexane=50/50 to ethyl acetate/methanol=90/10) to afford 13.58 g of the target product 1-(3-(tert-butyl)-1-(p-tolyl)-1H-pyrazol-5-yl)-3-(4-(2-morpholinoethoxy)naphthalen-1-yl)urea in 69% yield.

in vitro

birb 796 is a picomolar inhibitor of human p38 map kinase with a 12,000-fold increase in binding affinity. moreover, birb 796 behavors as one of the most potent and slowest dissociating human p38 map kinase inhibitors now known [1].

in vivo

in a lps-stimulated tnf-α synthesis mouse model, a 65% inhibition of tnf-α synthesis was observed when birb 796 was dosed orally at 10 mg/kg. in a model of established collagen-induced arthritis using b10.riii mice, birb 796 showed a 63% inhibition of arthritis severity when dosed orally at 30 mg/kg qd [2].

storage

Store at -20°C

References

[1] CHRISTOPHER PARGELLIS. Inhibition of p38 MAP kinase by utilizing a novel allosteric binding site[J]. Nature Structural & Molecular Biology, 2002, 9 4: 268-272. DOI:10.1038/nsb770
[2] J. BRANGER. Anti-Inflammatory Effects of a p38 Mitogen-Activated Protein Kinase Inhibitor During Human Endotoxemia1[J]. The Journal of Immunology, 2002, 1 1: 4070-4077. DOI:10.4049/jimmunol.168.8.4070
[3] H JOOS. Differential effects of p38MAP kinase inhibitors on the expression of inflammation-associated genes in primary, interleukin-1β-stimulated human chondrocytes[J]. British Journal of Pharmacology, 2010, 160 5: 1252-1262. DOI:10.1111/j.1476-5381.2010.00760.x

Global Suppliers ( 211)
Supplier Tel Email Country ProdList Advantage
Shanghai Boyle Chemical Co., Ltd. sales@boylechem.com China 2915 55
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Chembest Research Laboratories Limited 021-20908456 sales@BioChemBest.com China 5996 61
Capot Chemical Co., Ltd +86 (0) 571 85 58 67 18 China 18187 66
Chemsky(shanghai)International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32273 50
Jinan Trio PharmaTech Co., Ltd. 0531-88811783 sales@trio-pharmatech.com China 1856 62
Shanghai Kuanghao Chemistry Technology Co., Ltd. 1590082856 15900820856 83219210@qq.com China 86 57
S.Z. PhyStandard Bio-Tech. Co., Ltd. 0755-83725681-603 China 4484 50
Shanghai civi chemical technology co.,Ltd 86-21-34053660 sale@labgogo.com China 9853 52
Beijing HuaMeiHuLiBiological Chemical 010-56205725 waley188@sohu.com China 12323 58

View Latest Price from Doramapimod manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Doramapimod pictures 2026-06-30 Doramapimod
285983-48-4
1KG 98% 1000kg Shaanxi Dideu New Materials Co. Ltd
Doramapimod pictures 2025-04-04 Doramapimod
285983-48-4
1kg 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
Doramapimod pictures 2021-07-13 Doramapimod
285983-48-4
$10.00-15.00 1KG 99%+ HPLC Zhuozhou Wenxi import and Export Co., Ltd
  • Doramapimod pictures
  • Doramapimod
    285983-48-4
  • $0.00
  • 98%
  • Shaanxi Dideu New Materials Co. Ltd
  • Doramapimod pictures
  • Doramapimod
    285983-48-4
  • 98%
  • Henan Aochuang Chemical Co.,Ltd.
  • Doramapimod pictures
  • Doramapimod
    285983-48-4
  • $10.00-15.00
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd

Doramapimod Spectrum

1-[5-tert-butyl-2-(4-methylphenyl)pyrazol-3-yl]-3-[4-(2-morpholinoethoxy)-1-naphthyl]urea 1-[5-tert-butyl-2-(4-methylphenyl)pyrazol-3-yl]-3-[4-(2-morpholin-4-ylethoxy)naphthalen-1-yl]urea BIRB 796; BIRB-796; BIRB796; CS-379 BIRB 796 - BIRB 0796 | Doramapimod CS-1863 BIBR-796 1-(3-tert-butyl-1-p-tolyl-1H-pyrazol-5-yl)-3-(4-(2-morpholinoethoxy)naphthalen-1-yl)urea DoraMapiMod, BIBR-796 BIBR-796(DoraMapiMod) BIRB 796 (DoraMapiMod) BIRB 796BS N-[3-(1,1-DiMethylethyl)-1-(4-Methylphenyl)-1H-pyrazol-5-yl]-N'-[4-[2-(4-Morpholinyl)ethoxy]-1-naphthalenyl]urea DoraMapin BIBR796 DoraMapiMod (BIRB-796) BIRB 796 doramapimod Urea, N-[3-(1,1-dimethylethyl)-1-(4-methylphenyl)-1H-pyrazol-5-yl]-N'-[4-[2-(4-morpholinyl)ethoxy]-1-naphthalenyl]- 1-[2-(4-Methylphenyl)-5-tert-butyl-pyrazol-3-yl]-3-[4-(2-morpholin-4-ylethoxy)naphthalen-1-yl]urea BIRB 796 (Doramapimod) Doramapimod 1-(3-(1,1-Dimethylethyl)-1-(4-methylphenyl)-1H-pyrazol-5-yl)-3-(4-(2-(morpholin-4-yl)ethoxy)naphthalen-1-yl)urea DORAMAPIMOD;BIRB 796;BIRB796 3-[3-Tert-butyl-1-(4-methylphenyl)-1H-pyrazol-5-yl]-1-{4-[2-(morpholin-4-yl)ethoxy]naphthalen-1-yl}urea 1-[2-(4-methylphenyl)-5-tert-butyl-pyrazol-3-yl]-3-[4-(2-morpholin-4-ylethoxy)naphthalen-1-yl]urea 1-(3-(1,1-dimethylethyl)-1-(4-methylphenyl)-1h-pyrazol-5-yl)-3-(4-(2-(morpholin-4-yl)ethoxy)naphthalen-1-yl)urea BIRB-796;BIRB796 Doramapimod USP/EP/BP p38 MAP Kinase Inhibitor X BIRB-796 Doramapimod 1-[3-(tert-Butyl)-1-(p-tolyl)-5-pyrazolyl]-3-[4-(2-morpholinoethoxy)-1-naphthyl]urea Doramapimod, p38 MAPK inhibitor Doramapimod, 10 mM in DMSO 285983-48-4 C31H37N5O3 Anti-cancer&immunity Aromatics Heterocycles Intermediates & Fine Chemicals Pharmaceuticals Protein Kinase Inhibitors and Activators MAPK Inhibitors