≥99% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
CD73-IN-4 is a potent and selective methylenephosphonic acid CD73 inhibitor, with an IC 50 of 2.6 nM for human CD73 . CD73-IN-4 is potential for the research of cancer immunology
In Vitro
CD73-IN-4 (compound 4a) exhibits excellent potency against soluble hCD73 (IC 50 = 0.86 nM) and soluble mouse CD73 (mCD73; IC 50 = 3.0 nM), CHO cells overexpressing hCD73 (IC 50 = 2.6 nM) or mCD73 (IC 50 = 13 nM), and the human ovary cancer cell line SKOV-3 (IC 50 = 0.55 nM). It exhibits excellent selectivity (IC 50 > 10 000 nM) against CD39, A2aR, and NTPDase2, 3, and 8. MCE has not independently confirmed the accuracy of these methods. They are for reference only.
Form:Solid
IC50& Target:CD73
| Canonical Smiles | C1CCC(C1)NC2=C3C=NN(C3=NC(=N2)Cl)C4C(C(C(O4)COCP(=O)(O)O)O)O |
|---|---|
| IUPAC Name | [(2R,3S,4R,5R)-5-[6-chloro-4-(cyclopentylamino)pyrazolo[3,4-d]pyrimidin-1-yl]-3,4-dihydroxyoxolan-2-yl]methoxymethylphosphonic acid |
| InChIKey | IVHVIBKVJIZKOC-RTWAVKEYSA-N |
| INCHI | 1S/C16H23ClN5O7P/c17-16-20-13(19-8-3-1-2-4-8)9-5-18-22(14(9)21-16)15-12(24)11(23)10(29-15)6-28-7-30(25,26)27/h5,8,10-12,15,23-24H,1-4,6-7H2,(H,19,20,21)(H2,25,26,27)/t10-,11-,12-,15-/m1/s1 |
| Isomeric SMILES | C1CCC(C1)NC2=C3C=NN(C3=NC(=N2)Cl)[C@H]4[C@@H]([C@@H]([C@H](O4)COCP(=O)(O)O)O)O |
| PubChem CID | 135348940 |
| Molecular Weight | 463.81 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Nucleosides, nucleotides, and analogues |
| Class | Pyrazolo[3,4-d]pyrimidine glycosides |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Pyrazolo[3,4-d]pyrimidine glycosides |
| Alternative Parents | Glycosylamines Pentoses Pyrazolo[3,4-d]pyrimidines Secondary alkylarylamines Aminopyrimidines and derivatives 2-halopyrimidines Imidolactams Aryl chlorides Tetrahydrofurans Pyrazoles Organic phosphonic acids Heteroaromatic compounds Secondary alcohols 1,2-diols Oxacyclic compounds Azacyclic compounds Organopnictogen compounds Organophosphorus compounds Organochlorides Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Pyrazolo[3,4-d]pyrimidine glycoside - N-glycosyl compound - Glycosyl compound - Pentose monosaccharide - Pyrazolo[3,4-d]pyrimidine - Pyrazolopyrimidine - 2-halopyrimidine - Secondary aliphatic/aromatic amine - Halopyrimidine - Aminopyrimidine - Imidolactam - Pyrimidine - Monosaccharide - Aryl halide - Aryl chloride - Heteroaromatic compound - Tetrahydrofuran - Pyrazole - Organophosphonic acid derivative - Organophosphonic acid - Azole - Secondary alcohol - 1,2-diol - Oxacycle - Azacycle - Organoheterocyclic compound - Secondary amine - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organophosphorus compound - Organooxygen compound - Organonitrogen compound - Organochloride - Organohalogen compound - Amine - Alcohol - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as pyrazolo[3,4-d]pyrimidine glycosides. These are nucleosides or derivatives thereof that consist of a pyazolo[3,2-d]pyrimidine ring system that is N-glycosidically linked to a ribose or deoxyribose. They bear the sugar moiety on the pyrimidine part of the molecule. |
| External Descriptors | Not available |
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| Solubility | DMSO : 125 mg/mL (269.51 mM; Need ultrasonic) |
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