Exact Mass: 270.0616

Exact Mass Matches: 270.0616

Found 28 metabolites which its exact mass value is equals to given mass value 270.0616, within given mass tolerance error 0.001 dalton. Try search metabolite list with more accurate mass tolerance error 0.0002 dalton.

Leflunomide

alpha,alpha,alpha-Trifluoro-5-methyl-4-isoxazolecarboxy-p-toluidide

C12H9F3N2O2 (270.0616)


Leflunomide is only found in individuals that have used or taken this drug. It is a pyrimidine synthesis inhibitor belonging to the DMARD (disease-modifying antirheumatic drug) class of drugs, which are chemically and pharmacologically very heterogeneous. Leflunomide was approved by FDA and in many other countries (e.g., Canada, Europe) in 1999. Leflunomide is a prodrug that is rapidly and almost completely metabolized following oral administration to its pharmacologically active metabolite, A77 1726. This metabolite is responsible for essentially all of the drugs activity in-vivo. The mechanism of action of leflunomide has not been fully determined, but appears to primarily involve regulation of autoimmune lymphocytes. It has been suggested that leflunomide exerts its immunomodulating effects by preventing the expansion of activated autoimmune lymphocytes via interferences with cell cycle progression. In-vitro data indicates that leflunomide interferes with cell cycle progression by inhibiting dihydroorotate dehydrogenase (a mitochondrial enzyme involved in de novo pyrimidine ribonucleotide uridine monophosphate (rUMP) synthesis) and has antiproliferative activity. Human dihydroorotate dehydrogenase consists of 2 domains: an α/β-barrel domain containing the active site and an α-helical domain that forms a tunnel leading to the active site. A77 1726 binds to the hydrophobic tunnel at a site near the flavin mononucleotide. Inhibition of dihydroorotate dehydrogenase by A77 1726 prevents production of rUMP by the de novo pathway; such inhibition leads to decreased rUMP levels, decreased DNA and RNA synthesis, inhibition of cell proliferation, and G1 cell cycle arrest. It is through this action that leflunomide inhibits autoimmune T-cell proliferation and production of autoantibodies by B cells. Since salvage pathways are expected to sustain cells arrested in the G1 phase, the activity of leflunomide is cytostatic rather than cytotoxic. Other effects that result from reduced rUMP levels include interference with adhesion of activated lymphocytes to the synovial vascular endothelial cells, and increased synthesis of immunosuppressive cytokines such as transforming growth factor-β (TGF-β). Leflunomide is also a tyrosine kinase inhibitor. Tyrosine kinases activate signalling pathways leading to DNA repair, apoptosis and cell proliferation. Inhibition of tyrosine kinases can help to treating cancer by preventing repair of tumor cells. CONFIDENCE standard compound; INTERNAL_ID 1366; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4503; ORIGINAL_PRECURSOR_SCAN_NO 4501 CONFIDENCE standard compound; INTERNAL_ID 1366; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4522; ORIGINAL_PRECURSOR_SCAN_NO 4520 CONFIDENCE standard compound; INTERNAL_ID 1366; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4423; ORIGINAL_PRECURSOR_SCAN_NO 4422 CONFIDENCE standard compound; INTERNAL_ID 1366; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4521; ORIGINAL_PRECURSOR_SCAN_NO 4518 CONFIDENCE standard compound; INTERNAL_ID 1366; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4497; ORIGINAL_PRECURSOR_SCAN_NO 4495 CONFIDENCE standard compound; INTERNAL_ID 1366; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4517; ORIGINAL_PRECURSOR_SCAN_NO 4514 L - Antineoplastic and immunomodulating agents > L04 - Immunosuppressants > L04A - Immunosuppressants > L04AA - Selective immunosuppressants C274 - Antineoplastic Agent > C1742 - Angiogenesis Inhibitor > C1971 - Angiogenesis Activator Inhibitor C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C272 - Antimetabolite COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials C471 - Enzyme Inhibitor > C2169 - Dihydroorotate Dehydrogenase Inhibitor D007155 - Immunologic Factors > D007166 - Immunosuppressive Agents D004791 - Enzyme Inhibitors Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS

   

A771726

(2E)-2-cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]but-2-enamide

C12H9F3N2O2 (270.0616)


A771726 is a metabolite of leflunomide. Leflunomide is a medication of the DMARD type, used in active moderate to severe rheumatoid arthritis and psoriatic arthritis. It is a pyrimidine synthesis inhibitor. (Wikipedia)

   

2-Cyano-3-oxo-n-[4-(trifluoromethyl)phenyl]butanamide

2-Cyano-3-oxo-n-[4-(trifluoromethyl)phenyl]butanamide

C12H9F3N2O2 (270.0616)


   

Teriflunomide

2-cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]but-2-enamide

C12H9F3N2O2 (270.0616)


   

(3E)-4-[(1SR,3RS)-3-bromo-2,2-dimethyl-6-methylidenecyclohexyl]but-3-en-2-one|2-bromo-gamma-ionone

(3E)-4-[(1SR,3RS)-3-bromo-2,2-dimethyl-6-methylidenecyclohexyl]but-3-en-2-one|2-bromo-gamma-ionone

C13H19BrO (270.0619)


   

leflunomide

leflunomide

C12H9F3N2O2 (270.0616)


L - Antineoplastic and immunomodulating agents > L04 - Immunosuppressants > L04A - Immunosuppressants > L04AA - Selective immunosuppressants C274 - Antineoplastic Agent > C1742 - Angiogenesis Inhibitor > C1971 - Angiogenesis Activator Inhibitor C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C272 - Antimetabolite COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials C471 - Enzyme Inhibitor > C2169 - Dihydroorotate Dehydrogenase Inhibitor D007155 - Immunologic Factors > D007166 - Immunosuppressive Agents D004791 - Enzyme Inhibitors Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS

   

1-(4-methylphenyl)-5-(trifluoromethyl)pyrazole-4-carboxylic acid

1-(4-methylphenyl)-5-(trifluoromethyl)pyrazole-4-carboxylic acid

C12H9F3N2O2 (270.0616)


   

Benzaldehyde, 3-methoxy-4-[4-(trifluoromethyl)-1H-imidazol-1-yl]

Benzaldehyde, 3-methoxy-4-[4-(trifluoromethyl)-1H-imidazol-1-yl]

C12H9F3N2O2 (270.0616)


   

5-Desmethyl-3-methyl Leflunomide

5-Desmethyl-3-methyl Leflunomide

C12H9F3N2O2 (270.0616)


   

N-(4-Cyano-3-(trifluoromethyl)phenyl)-2-methyloxirane-2-carboxamide

N-(4-Cyano-3-(trifluoromethyl)phenyl)-2-methyloxirane-2-carboxamide

C12H9F3N2O2 (270.0616)


   

4-(3-Methyl-1H-pyrazol-1-yl)-2-trifluoromethylbenzoic acid

4-(3-Methyl-1H-pyrazol-1-yl)-2-trifluoromethylbenzoic acid

C12H9F3N2O2 (270.0616)


   

1-Methyl-5-phenoxy-3-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde

1-Methyl-5-phenoxy-3-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde

C12H9F3N2O2 (270.0616)


   

3,4-Pyridazinedione, 1,2-dihydro-6-methyl-1-(3-(trifluoromethyl)phenyl )-

3,4-Pyridazinedione, 1,2-dihydro-6-methyl-1-(3-(trifluoromethyl)phenyl )-

C12H9F3N2O2 (270.0616)


   

teriflunomide

teriflunomide

C12H9F3N2O2 (270.0616)


An enamide obtained by formal condensation of the carboxy group of (2Z)-2-cyano-3-hydroxybut-2-enoic acid with the anilino group of 4-(trifluoromethyl)aniline. Used for the treatment of relapsing forms of multiple sclerosis and rheumatoid arthritis. L - Antineoplastic and immunomodulating agents > L04 - Immunosuppressants > L04A - Immunosuppressants > L04AA - Selective immunosuppressants COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D007155 - Immunologic Factors > D007166 - Immunosuppressive Agents D002491 - Central Nervous System Agents > D000700 - Analgesics D000893 - Anti-Inflammatory Agents D018501 - Antirheumatic Agents C471 - Enzyme Inhibitor Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS

   

(R)-((2-(BROMOMETHYL)-3-METHYLBUTOXY)METHYL)BENZENE

(R)-((2-(BROMOMETHYL)-3-METHYLBUTOXY)METHYL)BENZENE

C13H19BrO (270.0619)


   

1-(1,3-DIPHENYLPROPAN-2-YL)HYDRAZINE

1-(1,3-DIPHENYLPROPAN-2-YL)HYDRAZINE

C13H19BrO (270.0619)


   

5-METHYL-1-(3-TRIFLUOROMETHYL-PHENYL)-1H-PYRAZOLE-3-CARBOXYLICACID

5-METHYL-1-(3-TRIFLUOROMETHYL-PHENYL)-1H-PYRAZOLE-3-CARBOXYLICACID

C12H9F3N2O2 (270.0616)


   

1-(((S)-2-(Bromomethyl)-3-methylbutoxy)methyl)benzene

1-(((S)-2-(Bromomethyl)-3-methylbutoxy)methyl)benzene

C13H19BrO (270.0619)


   

1-bromo-4-heptoxybenzene

1-bromo-4-heptoxybenzene

C13H19BrO (270.0619)


   

Leflunomide 3-Isomer

Leflunomide 3-Isomer

C12H9F3N2O2 (270.0616)


   

2-[2-methyl-5-(trifluoromethyl)pyrazol-3-yl]benzoic acid

2-[2-methyl-5-(trifluoromethyl)pyrazol-3-yl]benzoic acid

C12H9F3N2O2 (270.0616)


   

1,8-Naphthyridine-3-carboxylicacid,2-(trifluoromethyl)-,ethylester(9CI)

1,8-Naphthyridine-3-carboxylicacid,2-(trifluoromethyl)-,ethylester(9CI)

C12H9F3N2O2 (270.0616)


   

4-trifluoroacetyl-3-methyl-1-phenyl-5-pyrazolone

4-trifluoroacetyl-3-methyl-1-phenyl-5-pyrazolone

C12H9F3N2O2 (270.0616)


   

3-(4-METHYL-1H-IMIDAZOL-1-YL)-5-(TRIFLUOROMETHYL)BENZOIC ACID

3-(4-METHYL-1H-IMIDAZOL-1-YL)-5-(TRIFLUOROMETHYL)BENZOIC ACID

C12H9F3N2O2 (270.0616)


   
   

Leflunomide ortho-Isomer

Leflunomide ortho-Isomer

C12H9F3N2O2 (270.0616)


   

(((6-BROMOHEXYL)OXY)METHYL)BENZENE

(((6-BROMOHEXYL)OXY)METHYL)BENZENE

C13H19BrO (270.0619)


   

(3e)-4-[(1s,3r)-3-bromo-2,2-dimethyl-6-methylidenecyclohexyl]but-3-en-2-one

(3e)-4-[(1s,3r)-3-bromo-2,2-dimethyl-6-methylidenecyclohexyl]but-3-en-2-one

C13H19BrO (270.0619)