Basic information
- CAS
717824-30-1- Standard SMILES
COc1cccc(-c2ccc(NC(=O)C3=C(C(=O)O)CCC3)c(F)c2)c1- InChIKey
XPRDUGXOWVXZLL-UHFFFAOYSA-N- Molecular formula
- C20H18FNO4
- Average molar mass
- 355.4 g/mol
- Monoisotopic mass
- 355.12198622
Overview
SC12267 is a novel, small molecule agent from the class of DMARDs (disease modifying anti-rheumatic drug) for the therapy of autoimmune diseases such as rheumatoid arthritis or multiple sclerosis. Through highly selective inhibition of pyrimidine biosynthesis, it controls the growth of rapidly proliferating cells, especially of lymphocytes, which are important for the immune response.
Names & identifiers
- Preferred name
- Vidofludimus
- IUPAC
- 2-[[2-fluoro-4-(3-methoxyphenyl)phenyl]carbamoyl]cyclopentene-1-carboxylic acid
- English name
- VidofludiMus
- Molecular formula
- C20H18FNO4
- Molecular weight
- 355.36
Names & synonyms
Vidofludimus717824-30-14SC-1012-[[2-fluoro-4-(3-methoxyphenyl)phenyl]carbamoyl]cyclopentene-1-carboxylic AcidSC12267IMU-8388Y1PJ3VG81SC-12267NSC-717824DTXSID504313252-(3-Fluoro-3'-methoxybiphenyl-4-carbamoyl)cyclopent-1-enecarboxylic acid2-((3-fluoro-3'-methoxy-[1,1'-biphenyl]-4-yl)carbamoyl)cyclopent-1-ene-1-carboxylic acid
Show more names
Vidofludimus CalciumCS-1196SC12267)113. VidofludimusVidofludiMus(4SC-101Vidofludimus, 10 mM in DMSOVIDOFLUDIMUS(4SC-101SC12267)4SC1014SC 101
2-(N-(3-Fluoro-3'-methoxy(1,1'-biphenyl)-4-yl)carbamoyl)cyclopent-1-ene-1-carboxylic acidvidofludimusum2-((2-fluoro-4-(3-methoxyphenyl)phenyl)carbamoyl)cyclopentene-1-carboxylic acid2-((3-fluoro-3'-methoxy-(1,1'-biphenyl)-4-yl)carbamoyl)cyclopent-1-ene-1-carboxylic acidRefChem:934024DTXCID603821572-((3-Fluoro-3'-methoxy-[1,1'-biphenyl]-4-yl)carbamoyl)cyclopent-1-enecarboxylic acidVidofludimus [INN]
Properties
Computed structural properties
- XLogP
- 3.4
- Topological polar surface area
- 75.6 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 5
- Heavy atoms
- 26
- Formal charge
- 0
- Complexity
- 576
Physicochemical properties
- Boiling point
- 567.5 · 567.5±50.0 °C(Predicted)
- Density
- 1.354 · 1.354±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 2 O; · insoluble in H2O; insoluble in EtOH; ≥103 mg/mL in DMSO
- form
- solid
- pka
- 4 · 4+-.0.20(Predicted)
- color
- Light yellow to gray
- InChI
- InChI=1S/C20H18FNO4/c1-26-14-5-2-4-12(10-14)13-8-9-18(17(21)11-13)22-19(23)15-6-3-7-16(15)20(24)25/h2,4-5,8-11H,3,6-7H2,1H3,(H,22,23)(H,24,25)
- InChIKey
- XPRDUGXOWVXZLL-UHFFFAOYSA-N
- SMILES
- C1(C(O)=O)CCCC=1C(NC1=CC=C(C2=CC=CC(OC)=C2)C=C1F)=O
- FDA UNII
- 8 Y1PJ3VG81 · 8Y1PJ3VG81
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 21 · NA.21
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P203, P264, P270, P273, P280, P301+P317, P318, P330, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- wgk
- WGK 3
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 OralAquatic Acute 1
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Pharmacology
Mechanism of Action
SC12267, a novel, selective and orally available, small molecule inhibitor of dihydroorotate dehydrogenase (DHODH), interferes with cell proliferation through blocking the synthesis pathway of pyrimidines. Its mode-of- action is of therapeutic relevance for the treatment of autoimmune disorders such as rheumatoid arthritis and multiple sclerosis.
Applications
UsesVidofludimus is an immunosuppressive drug that inhibits dihydroorotate dehydrogenase (DHODH) and the expression of proinflammatory cytokines including interleukin-17 (IL17A and IL17F) and interferon-gamma.
Suppliers92 total
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
武汉敬康恩生物医药科技有限公司13720134139 086-15871494362 13720134139 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
江苏艾康生物医药研发有限公司025-58851090 19370895928 · [email protected]
温州共赢化学有限公司+86-0086-577-64498589 +86-15355981851 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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