ChemicalBook > CAS DataBase List > Doramapimod

Doramapimod

Product Name: 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
Formula Weight: 527.66
MOL File: 285983-48-4.mol

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Doramapimod Property

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).
form: solid
pka: 13.47±0.70(Predicted)
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.

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Safety

HS Code: 2934999090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 506172
Product name: p38 MAP Kinase Inhibitor X, BIRB 796 - CAS 285983-48-4 - Calbiochem
Packaging: 10mg
Price: $186
Updated: 2025/07/31

TCI Chemical

Product number: D6115
Product name: Doramapimod
Packaging: 50MG
Price: $254
Updated: 2025/07/31

Cayman Chemical

Product number: 10460
Product name: Doramapimod
Purity: ≥98%
Packaging: 1mg
Price: $26
Updated: 2024/03/01

Cayman Chemical

Product number: 10460
Product name: Doramapimod
Purity: ≥98%
Packaging: 5mg
Price: $50
Updated: 2024/03/01

Cayman Chemical

Product number: 10460
Product name: Doramapimod
Purity: ≥98%
Packaging: 10mg
Price: $87
Updated: 2024/03/01

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Doramapimod Chemical Properties,Usage,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 activity2?but 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

317806-87-4

317806-88-5

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

Doramapimod Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Doramapimod manufacturers

Zhuozhou Wenxi import and Export Co., Ltd

Product: Doramapimod 285983-48-4
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-10

Zhuozhou Wenxi import and Export Co., Ltd

Product: Doramapimod 285983-48-4
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-09

Career Henan Chemical Co

Product: Doramapimod 285983-48-4
Price: US $3.00/KG
Min. Order: 3KG
Purity: 98%
Supply Ability: 1kg,5kg,100kg
Release date: 2019-08-26

285983-48-4, DoramapimodRelated Search:

Butyl acrylate Cyhalofop-butyl Diethylene glycol monobutyl ether Moroxydine hydrochloride Butylnaphtalenesulfonic Acid Sodium Salt tert-Butanol tert-Butylchlorodiphenylsilane Buprofezin 2-Butoxyethanol Tridemorph Moroxydine Butyl acetate Dimethomorph MORPHINE 5-tert-Butyl-2-p-tolyl-2H-pyrazol-3-ylamine 4-(2-MORPHOLIN-4-YLETHOXY)ANILINE 4-(2-Morpholinoethoxy)naphthalen-1-amine BIRB 796 (Doramapimod)

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