Narazaciclib
Also known as ON 123300, Pyrido(2,3-d)pyrimidine-6-carbonitrile, 8-cyclopentyl-7,8-dihydro-2-((4-(4-methyl-1-piperazinyl)phenyl)amino)-7-oxo-, Pyrido[2,3-d]pyrimidine-6-carbonitrile, 8-cyclopentyl-7,8-dihydro-2-[[4-(4-methyl-1-piperazinyl)phenyl]amino]-7-oxo-
Key facts
What buyers check first
- CAS number
- 1357470-29-1
- Formula
- C24H27N7O
- Molar mass
- 429.53 g/mol
- HS code
- 293359
- Category
- Screening compounds
What is Narazaciclib?
Plain description, key identifiers and synonyms
Narazaciclib is an orally bioavailable inhibitor of NUAK family SNF1-like kinase 1 (AMPK-related protein kinase 5, ARK5), and the cyclin-dependent kinases 4 (CDK4) and 6 (CDK6), with potential antineoplastic activity. Upon oral administration,narazaciclib specifically binds to and inhibits ARK5, which interferes with the activation of ARK5-mediated signal transduction pathways and reduces cell proliferation in cancer cells that overexpress ARK5. In addition, ON 123300 inhibits CDK4 and 6 and prevents the phosphorylation of retinoblastoma (Rb) protein in early G1. Inhibition of Rb phosphorylation prevents CDK-mediated G1-S phase transition, which causes G1 phase cell cycle arrest, suppresses DNA synthesis and inhibits cancer cell growth. ARK5, a member of the AMP-activated protein kinase (AMPK) family, is associated with tumor growth and invasion. Overexpression of CDK4/6, which is seen in certain types of cancer, causes cell cycle deregulation.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 8-cyclopentyl-2-[4-(4-methylpiperazin-1-yl)anilino]-7-oxopyrido[2,3-d]pyrimidine-6-carbonitrile
- CAS number
- 1357470-29-1
- Molecular formula
- C24H27N7O
- UNII
- QJ8RO3296G
- MDL number
- MFCD28411414
- InChIKey
- VADOZMZXXRBXNY-UHFFFAOYSA-N
- InChI
- InChI=1S/C24H27N7O/c1-29-10-12-30(13-11-29)20-8-6-19(7-9-20)27-24-26-16-18-14-17(15-25)23(32)31(22(18)28-24)21-4-2-3-5-21/h6-9,14,16,21H,2-5,10-13H2,1H3,(H,26,27,28)
- SMILES (canonical and isomeric)
- CN1CCN(CC1)C2=CC=C(C=C2)NC3=NC=C4C=C(C(=O)N(C4=N3)C5CCCC5)C#N
Synonyms
- ON 123300
- Pyrido(2,3-d)pyrimidine-6-carbonitrile, 8-cyclopentyl-7,8-dihydro-2-((4-(4-methyl-1-piperazinyl)phenyl)amino)-7-oxo-
- Pyrido[2,3-d]pyrimidine-6-carbonitrile, 8-cyclopentyl-7,8-dihydro-2-[[4-(4-methyl-1-piperazinyl)phenyl]amino]-7-oxo-
- CDK4/CDK6/ARK5 Inhibitor ON 123300
- 8-cyclopentyl-2-((4-(4-methylpiperazin-1-yl)phenyl)amino)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carbonitrile
- 8-cyclopentyl-2-[4-(4-methylpiperazin-1-yl)anilino]-7-oxopyrido[2,3-d]pyrimidine-6-carbonitrile
- 8-Cyclopentyl-2-[[4-(4-methylpiperazin-1-yl)phenyl]amino]-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carbonitrile
- compound 7x
- ON123300?
- ON-123300, ON 123300, ON123300, Narazaciclib
- 8-cyclopentyl-2-[4-(4-methylpiperazin-1-yl)anilino]-7-oxo-pyrido[2,3-d]pyrimidine-6-carbonitrile
- 8-Cyclopentyl-7,8-dihydro-2-[[4-(4-methyl-1-piperazinyl)phenyl]amino]-7-oxo-pyrido[2,3-d]pyrimidine-6-carbonitrile
- 8-Cyclopentyl-7,8-dihydro-2-[[4-(4-methyl-1-piperazinyl)phenyl]amino]-7-oxopyrido[2,3-d]pyrimidine-6-carbonitrile
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 | 429.53 g/molcalc.Computed value |
|---|---|
| Exact mass | 429.2277 Dacalc.Computed value |
| LogP (octanol/water) | 3.27calc.Computed value |
| Topological polar surface area | 90.08 Ųcalc.Computed value |
| Hydrogen bond donors | 1calc.Computed value |
| Hydrogen bond acceptors | 7calc.Computed value |
| Rotatable bonds | 4calc.Computed value |
| Heavy atoms | 32calc.Computed value |
| Rings | 5calc.Computed value |
| Aromatic rings | 3calc.Computed value |
| Fraction sp3 carbons | 0.42calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 0calc.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
Safety 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.
Narazaciclib suppliers
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Where suppliers are based
1 supplier in 0 countries
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Narazaciclib price
Indicative price range per kg from live supplier offers
Suppliers quote this chemical on request. Send one free request and compare quotes side by side.
Uses and applications
What the substance is used for, by industry and function
Industries and functions
Roles
- antineoplastic agent
- pharmaceutical
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 Narazaciclib 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 Narazaciclib is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Related chemicals
Parent and salt forms, stereoisomers, similar structures and isomers
Salt and hydrate forms
Records that share this compound as their parent
![8-Cyclopentyl-2-[4-(4-methylpiperazin-1-yl)anilino]-7-oxopyrido[2,3-d]pyrimidine-6-carbonitrile, 2-hydroxypropanoic acid chemical structure, C27H33N7O4, CAS 2928469-56-9](/s/SOUXYLHKNHTFOW-UHFFFAOYSA-N.svg)
Similar structures
Nearest neighbours by Morgan fingerprint Tanimoto similarity
![Pyrido[2,3-d]pyrimidine-6-carbonitrile, 8-cyclopentyl-7,8-dihydro-2-[[4-(4-morpholinyl)phenyl]amino]-7-oxo- chemical structure, C23H24N6O2, CAS 1357470-30-4](/s/XGTHJEPWJGOISN-UHFFFAOYSA-N.svg)
![6-(Anilinomethyl)-7-cyclopentyl-N-[4-(4-methylpiperazin-1-yl)phenyl]pyrrolo[2,3-d]pyrimidin-2-amine chemical structure, C29H35N7, CAS 3034649-73-2](/s/AZUUDKHVTNEDSF-UHFFFAOYSA-N.svg)
Same formula isomers
Different compounds that share this molecular formula
![N-[2-Methoxy-4-(4-methylpiperazin-1-yl)phenyl]-4-(1-methylpyrrolo[2,3-c]pyridin-3-yl)pyrimidin-2-amine chemical structure, C24H27N7O, CAS 1594092-37-1](/s/ZYVXTMKTGDARKR-UHFFFAOYSA-N.svg)
![N-Benzyl-6-[4-(2-methoxyphenyl)piperazin-1-yl]-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine chemical structure, C24H27N7O, CAS 897758-19-9](/s/KJYXSTULSYONDK-UHFFFAOYSA-N.svg)
![2-(4-(1-Phenyl-4-(m-tolylamino)-1H-pyrazolo[3,4-d]pyrimidin-6-yl)piperazin-1-yl)ethanol chemical structure, C24H27N7O, CAS 946369-27-3](/s/JJFNISISAQXRBM-UHFFFAOYSA-N.svg)
![5,11-Dimethyl-2-((4-(4-methylpiperazin-1-yl)phenyl)amino)-5H-benzo[e]pyrimido[5,4-b][1,4]diazepin-6(11H)-one chemical structure, C24H27N7O, CAS 1234481-04-9](/s/DWIDDRGKKQSZCG-UHFFFAOYSA-N.svg)
![7-(4-(4,6-Dimethylpyrimidin-2-yl)piperazin-1-yl)-2-(2-methoxyphenyl)-5-methylpyrazolo[1,5-a]pyrimidine chemical structure, C24H27N7O, CAS 1015582-31-6](/s/JGEQONYINWVWBX-UHFFFAOYSA-N.svg)
![2-(4-(1-Phenyl-4-(p-tolylamino)-1H-pyrazolo[3,4-d]pyrimidin-6-yl)piperazin-1-yl)ethanol chemical structure, C24H27N7O, CAS 946203-53-8](/s/NXKJJRBRFQYBTJ-UHFFFAOYSA-N.svg)
![6-(4-Benzylpiperazin-1-yl)-N-(3-methoxyphenyl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine chemical structure, C24H27N7O, CAS 878064-00-7](/s/QJMJSXIJDDMZDQ-UHFFFAOYSA-N.svg)
![N6-(2-morpholinoethyl)-1-phenyl-N4-(m-tolyl)-1H-pyrazolo[3,4-d]pyrimidine-4,6-diamine chemical structure, C24H27N7O, CAS 946265-41-4](/s/VNDXAKCAOAUZAL-UHFFFAOYSA-N.svg)
![[6-(4-Ethylpiperazinyl)-1-phenylpyrazolo[4,5-e]pyrimidin-4-yl](3-methoxyphenyl)amine chemical structure, C24H27N7O, CAS 946219-63-2](/s/YKIKBOAGJHUGAR-UHFFFAOYSA-N.svg)
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Quick answers about Narazaciclib, based on the data on this page
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Guides for buyers
Practical guides that help when you source, ship or handle Narazaciclib
- 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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