Avadomide
Also known as cc-122, CC 122, Avadomida
Key facts
What buyers check first
- CAS number
- 1015474-32-4
- Formula
- C14H14N4O3
- Molar mass
- 286.29 g/mol
- EC number
- 876-404-3
- HS code
- 293359
- Category
- Heterocyclic building blocks
What is Avadomide?
Plain description, key identifiers and synonyms
Avadomide is a novel, small molecule cereblon-modulating agent with potential antineoplastic, antiangiogenic and immunomodulatory activities. Upon oral administration, avadomide binds to and modulates cereblon to promote recruitment of the hematopoietic transcription factors Aiolos and Ikaros to the Cullin-4 RING E3 ubiquitin ligase complex. This binding results in the ubiquitination and rapid proteasomal degradation of Aiolos and Ikaros and the derepression of interferon (IFN)-stimulated genes, including DDX58 and IRF7, leading to apoptosis of certain tumor cells. Additionally, Aiolos degredation leads to derepression of the IL2 gene, thereby enhancing interleukin-2 production, costimulation of T-lymphocytes and IL-2-induced T-cell proliferation. Avadomide may also promote the activation of natural killer (NK) cells, potentially enhancing tumor cell killing. Aiolos and Ikaros are transcriptional repressors known to play an important role in normal B- and T-cell function.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 3-(5-amino-2-methyl-4-oxoquinazolin-3-yl)piperidine-2,6-dione
- CAS number
- 1015474-32-4
- EC number
- 876-404-3
- Molecular formula
- C14H14N4O3
- UNII
- 28DZS29F59
- MDL number
- MFCD29919294
- InChIKey
- RSNPAKAFCAAMBH-UHFFFAOYSA-N
- InChI
- InChI=1S/C14H14N4O3/c1-7-16-9-4-2-3-8(15)12(9)14(21)18(7)10-5-6-11(19)17-13(10)20/h2-4,10H,5-6,15H2,1H3,(H,17,19,20)
- SMILES (canonical and isomeric)
- CC1=NC2=CC=CC(=C2C(=O)N1C3CCC(=O)NC3=O)N
Synonyms
- cc-122
- CC 122
- Avadomida
- 3-(5-amino-2-methyl-4-oxoquinazolin-3-yl)piperidine-2,6-dione
- 2,6-Piperidinedione, 3-(5-amino-2-methyl-4-oxo-3(4H)-quinazolinyl)-
- avadomidum
- 3-(5-Amino-2-methyl-4-oxoquinazolin-3(4H)-yl)piperidine-2,6-dione
- CC-122Avadomide
- Avadomide (CC-122)
- 3-(5-Amino-2-methyl-4-oxo-3(4H)-quinazolinyl)-2,6-piperidinedione
- 3-(5-Amino-2-methyl-4-oxo-4H-quinazolin-3-yl)piperidine-2,6-dione
- 3-(5-amino-2-methyl-4-oxo-4H-quinazolin-3-yl)-piperidine-2,6-dione
- 2,6-Piperidinedione, 3-(5-amino-2-methyl-4-oxo-3(4H)-quinazolinyl)-, 2,6-Piperidinedione, 3-(5-amino-2-methyl-4-oxo-3(4H)-quinazolinyl)-
- 3-[5-Amino-2-methyl-4-oxoquinazolin-3(4H)-yl]piperidine-2,6-dione
- MAFEN
- CC-122Avadomide?
- Avadomide(CC-122)
- Avadomide (USAN/INN)
- US9694015, Compound A
- 3-(5-amino-2-methyl-4-oxo-3,4-dihydroquinazolin-3-yl)piperidine-2,6-dione
- Compound A
- 3-(5-amino-2-methyl-4-oxo-quinazolin-3-yl)piperidine-2,6-dione
- 3-(5-amino-2-methy-4-oxo-4H-quinazolin-3-yl)-piperidine-2,6-dione
- 3-(5-amino-2-methyl-4-oxoquinazolin-3 (4H)-yl)piperidine-2,6-dione
- rac-(3R)-3-(5-Amino-2-methyl-4-oxoquinazolin-3(4H)-yl)piperidine-2,6-dione
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 | 286.29 g/molcalc.Computed value |
|---|---|
| Exact mass | 286.1066 Dacalc.Computed value |
| LogP (octanol/water) | 0.26calc.Computed value |
| Topological polar surface area | 107.1 ร
ยฒcalc.Computed value |
| Hydrogen bond donors | 2calc.Computed value |
| Hydrogen bond acceptors | 5calc.Computed value |
| Rotatable bonds | 1calc.Computed value |
| Heavy atoms | 21calc.Computed value |
| Rings | 3calc.Computed value |
| Aromatic rings | 2calc.Computed value |
| Fraction sp3 carbons | 0.29calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 1calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
O=C1CCC(n2cnc3ccccc3c2=O)C(=O)N1
3 rings, 19 atoms, the 3-(4-Oxo-3,4-dihydroquinazolin-3-yl)-2,6-piperidinedione ring system.
54 other chemicals share this scaffoldSafety 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.
Avadomide suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- Price on request
- United States, San DiegoUnclaimed profileAvadomideGrade, purity and minimum order on requestPrice on request
Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.
Where suppliers are based
2 suppliers in 2 countries
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Avadomide price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Industries and functions
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 Avadomide is traded under.
Compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring, other
- Ireland43.6%
- Switzerland * partner reported26.3%
- China7.9%
- Slovenia30.3%
- United States30.1%
- Germany15.3%
* Partner reported figures, a lower bound.
The HS code shown for Avadomide is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Avadomide, based on the data on this page
What is Avadomide?
What is the CAS number of Avadomide?
What is the molecular formula and weight of Avadomide?
What is Avadomide used for?
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Guides for buyers
Practical guides that help when you source, ship or handle Avadomide
- Guide, Chemical identityCAS registry numbers explainedWhat a CAS number identifies, how the check digit works, why one chemical can have several numbers and what a CAS number cannot tell you about a product.Read
- Article, SourcingHow to write an RFQ that gets fast and accurate quotesWhat suppliers need to quote quickly and comparably: exact product identity, quantity and packing, delivery terms, documents, samples and payment, with a ready to use template.Read
- Guide, Trade and logisticsHS codes for chemicals and why they matterHow the Harmonized System classifies chemicals, the chapters that matter, the rules for chemically defined compounds and mixtures, and practical steps to find the right code.Read
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