Basic Description

Synonyms	D10958 \| NAQUOTINIB [INN] \| CCG-270060 \| ASP8273 \| ASP-8273 \| VS-12093 \| 6-ethyl-3-[[4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]phenyl]amino]-5-[(3R)-1-prop-2-enoylpyrrolidin-3-yl]oxy-pyrazin \| NSC793322 \| NSC-793322 \| YHC23280 \| A14408 \| Naquotinib \| AK
Specifications & Purity	Moligand™, ≥96%
Biochemical and Physiological Mechanisms	Naquotinib (ASP8273) is an orally available, irreversible, mutant-selective, epidermal growth factor receptor (EGFR) inhibitor, with potential antineoplastic activity.
Storage Temp	Store at -20°C
Shipped In	Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available.
Grade	Moligand™
Action Type	INHIBITOR
Mechanism of action	Epidermal growth factor receptor erbB1 inhibitor
Product Description	Information Naquotinib (ASP8273) is an orally available, irreversible, mutant-selective,epidermal growth factor receptor (EGFR)inhibitor, with potential antineoplastic activity. Targets mutant EGFR In vitro ASP8273 is a small-molecule irreversible TKI inhibitor that inhibits the kinase activity of EGFR mutations including T790M, with limited activity against EGFR wild-type (WT) NSCLC. In the in vitro enzymatic and cell-based assays, ASP8273 is evaluated against EGFR mutants (L858R, exon 19 deletion, L858R/T790M, and del19/T790M) and WT EGFR. ASP8273 is found by mass spectrometry to covalently bind to a mutant EGFR (L858R/T790M) via cysteine residue 797 in the kinase domain of EGFR with long-lasting inhibition of EGFR phosphorylation for 24 h. In the NSCLC cell lines harboring the above EGFR mutations, ASP8273 has IC50 values of 8-33 nM toward EGFR mutants, more potently than that of WT EGFR (IC50 value of 230 nM). ASP8273 is further shown to suppress the signaling pathway through ERK and Akt. ASP8273 even shows activity in mutant EGFR cell line which is resistant to other EGFR TKIs including AZD9291 and CO-1686. In vivo In mouse xenograft studies, ASP8273 induces tumor regression in NCI-H1975 (L858R/T790M), HCC827 (del ex19) and PC-9 (del ex19) xenograft models by repeated oral dosing in a dose-dependent manner. Dosing schedules do not affect the efficacy of ASP8273. In HCC827 and NCI-H1975 xenograft models, ASP8273 induces tumor regression at 10, 30 and 100mg/kg without affecting body weight. ASP8273 also produces tumor growth inhibition from 10mg/kg in the NSCLC patient derived tumor xenograft, LU1868 which express T790M/L858R. On the other hand, ASP8273 does not produce significant tumor growth inhibition at 10 and 30mg/kg in A431 xenograft model.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Organoheterocyclic compounds
  - Class Piperidines
    - Subclass Phenylpiperidines

Kingdom	Organic compounds
Superclass	Organoheterocyclic compounds
Class	Piperidines
Subclass	Phenylpiperidines
Intermediate Tree Nodes	Not available
Direct Parent	Phenylpiperidines
Alternative Parents	Pyrazinecarboxamides 2-heteroaryl carboxamides Aniline and substituted anilines N-acylpyrrolidines Dialkylarylamines Alkyl aryl ethers Aminopiperidines Aminopyrazines N-methylpiperazines Imidolactams Vinylogous amides Acrylic acids and derivatives Tertiary carboxylic acid amides Heteroaromatic compounds Primary carboxylic acid amides Trialkylamines Amino acids and derivatives Azacyclic compounds Organic oxides Carbonyl compounds Hydrocarbon derivatives
Molecular Framework	Aromatic heteromonocyclic compounds
Substituents	Phenylpiperidine - Pyrazine carboxylic acid or derivatives - Pyrazinecarboxamide - 2-heteroaryl carboxamide - N-acylpyrrolidine - Aniline or substituted anilines - Dialkylarylamine - Tertiary aliphatic/aromatic amine - Alkyl aryl ether - 4-aminopiperidine - Aminopyrazine - N-methylpiperazine - N-alkylpiperazine - Monocyclic benzene moiety - 1,4-diazinane - Piperazine - Pyrazine - Imidolactam - Benzenoid - Pyrrolidine - Acrylic acid or derivatives - Tertiary carboxylic acid amide - Heteroaromatic compound - Vinylogous amide - Tertiary aliphatic amine - Tertiary amine - Primary carboxylic acid amide - Carboxamide group - Amino acid or derivatives - Ether - Carboxylic acid derivative - Azacycle - Amine - Carbonyl group - Organic nitrogen compound - Organic oxide - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Organic oxygen compound - Aromatic heteromonocyclic compound
Description	This compound belongs to the class of organic compounds known as phenylpiperidines. These are compounds containing a phenylpiperidine skeleton, which consists of a piperidine bound to a phenyl group.
External Descriptors	Not available
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61. DOI: 10.1186/s13321-016-0174-y

Product Properties

ALogP	2.756
hba_count	5
HBD Count	2
Rotatable Bond	9

Associated Targets(Human)

EGFR Tclin Epidermal growth factor receptor (4 Activities)

Discover Target: EGFR

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

EGFR Tclin Epidermal growth factor receptor erbB1 (33727 Activities)

Discover Target: EGFR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Names and Identifiers

Pubchem Sid	488202278
Pubchem Sid Url	https://pubchem.ncbi.nlm.nih.gov/substance/488202278
IUPAC Name	6-ethyl-3-[4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]anilino]-5-[(3R)-1-prop-2-enoylpyrrolidin-3-yl]oxypyrazine-2-carboxamide
INCHI	InChI=1S/C30H42N8O3/c1-4-25-30(41-24-12-15-38(20-24)26(39)5-2)34-29(27(33-25)28(31)40)32-21-6-8-22(9-7-21)36-13-10-23(11-14-36)37-18-16-35(3)17-19-37/h5-9,23-24H,2,4,10-20H2,1,3H3,(H2,31,40)(H,32,34)/t24-/m1/s1
InChIKey	QKDCLUARMDUUKN-XMMPIXPASA-N
Smiles	CCC1=C(N=C(C(=N1)C(=O)N)NC2=CC=C(C=C2)N3CCC(CC3)N4CCN(CC4)C)OC5CCN(C5)C(=O)C=C
Isomeric SMILES	CCC1=C(N=C(C(=N1)C(=O)N)NC2=CC=C(C=C2)N3CCC(CC3)N4CCN(CC4)C)O[C@@H]5CCN(C5)C(=O)C=C
Molecular Weight	562.71
Reaxy-Rn	32395248
Reaxys-RN_link_address	https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=32395248&ln=

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):

Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

11 results found

Lot Number	Certificate Type	Date	Item
C2508093	Certificate of Analysis	Dec 16, 2022	N414005
C2320334	Certificate of Analysis	Dec 16, 2022	N414005
C2320062	Certificate of Analysis	Dec 16, 2022	N414005
C2320053	Certificate of Analysis	Dec 16, 2022	N414005
C2320046	Certificate of Analysis	Dec 16, 2022	N414005
C2320055	Certificate of Analysis	Dec 16, 2022	N414005
C2320057	Certificate of Analysis	Dec 16, 2022	N414005
C2320060	Certificate of Analysis	Dec 16, 2022	N414005
C2320061	Certificate of Analysis	Dec 16, 2022	N414005
C2320054	Certificate of Analysis	Dec 16, 2022	N414005
C2320052	Certificate of Analysis	Dec 16, 2022	N414005

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Chemical and Physical Properties

Solubility	Solubility (25°C) In vitro Ethanol: 100 mg/mL warmed with 50ºC Water: bath (177.71 mM); DMSO: 52 mg/mL warmed with 50ºC Water: bath (92.4 mM); Water: Insoluble;
DMSO(mg / mL) Max Solubility	52
DMSO(mM) Max Solubility	92.40994473
Water(mg / mL) Max Solubility	＜1
Molecular Weight	562.700 g/mol
XLogP3	3.400
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	9
Exact Mass	562.338 Da
Monoisotopic Mass	562.338 Da
Topological Polar Surface Area	120.000 Å²
Heavy Atom Count	41
Formal Charge	0
Complexity	883.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
The total count of all stereochemical bonds	0
Covalently-Bonded Unit Count	1

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SKU	Size	Availability	Price
N414005-5mg	5mg	5	$336.90
N414005-10mg	10mg	5	$583.90
N414005-25mg	25mg	3	$1,235.90
N414005-50mg	50mg	3	$1,853.90
N414005-100mg	100mg	3	$2,815.90

Naquotinib(ASP8273) - 96%, high purity , Epidermal growth factor receptor erbB1 inhibitor, CAS No.1448232-80-1, Epidermal growth factor receptor erbB1 inhibitor