DPA-714 - ≥99% , CAS No.958233-07-3

CAS: 958233-07-3 Cat. No.: D649902 Molecular Weight: 398.47 PubChem CID: 24895172

GRADE & PURITY ≥99%

Synonyms

FLZZFWBNYJNHMY-UHFFFAOYSA-N | EX-A3761 | DPA-714 | SCHEMBL2513934 | [18F]D | AKOS040741666 | Pyrazolo(1,5-a)pyrimidine-3-acetamide, N,N-diethyl-2-(4-(2-fluoroethoxy)phenyl)-5,7-dimethyl- | Y1H4D2VKZD | HY-122607 | J2.865.885K | Pyrazolo[1,5-a]pyrimidine-3

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

DPA-714 is a high affinity translocator protein (TSPO) ligand ( K i =7 nM), which is designed with a fluorine atom in its structure, allowing labelling with fluorine -18 and in vivo imaging using positron emission tomography. 18F DPA-714 successfully evaluates for the specific imaging of inflammation in various models of neuroinflammation and in a brain tumor model

In Vivo

[18F]DPA-714 binding significantly increases in vivo as a result of AD‐like pathology and age in APP swe ×PS1 Δe9 mice. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

IC50& Target:Ki: 7 nM (TSPO)

Specifications

Synonyms

FLZZFWBNYJNHMY-UHFFFAOYSA-N | EX-A3761 | DPA-714 | SCHEMBL2513934 | [18F]D | AKOS040741666 | Pyrazolo(1, 5-a)pyrimidine-3-acetamide, N, N-diethyl-2-(4-(2-fluoroethoxy)phenyl)-5, 7-dimethyl- | Y1H4D2VKZD | HY-122607 | J2.865.885K | Pyrazolo[1, 5-a]pyrimidine-3

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

DPA-714 is a high affinity translocator protein (TSPO) ligand ( K i =7 nM), which is designed with a fluorine atom in its structure, allowing labelling with fluorine -18 and in vivo imaging using positron emission tomography. 18F DPA-714 successfully eval

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥99%

Names and Identifiers

• Canonical Smiles: CCN(CC)C(=O)CC1=C2N=C(C=C(N2N=C1C3=CC=C(C=C3)OCCF)C)C
• IUPAC Name: N,N-diethyl-2-[2-[4-(2-fluoroethoxy)phenyl]-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl]acetamide
• InChIKey: FLZZFWBNYJNHMY-UHFFFAOYSA-N
• INCHI: 1S/C22H27FN4O2/c1-5-26(6-2)20(28)14-19-21(17-7-9-18(10-8-17)29-12-11-23)25-27-16(4)13-15(3)24-22(19)27/h7-10,13H,5-6,11-12,14H2,1-4H3
• Isomeric SMILES: CCN(CC)C(=O)CC1=C2N=C(C=C(N2N=C1C3=CC=C(C=C3)OCCF)C)C
• Alternate CAS: 958233-07-3
• PubChem CID: 24895172
• MeSH Entry Terms: DPA 714;DPA-714;DPA714;N,N-diethyl-2-(2-(4-(2-fluoroethoxy)phenyl)-5,7-dimethylpyrazolo(1,5-a)pyrimidin-3-yl)acetamide
• Molecular Weight: 398.47

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Azoles
      • Subclass Pyrazoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Azoles
• Subclass: Pyrazoles
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylpyrazoles
• Alternative Parents: Pyrazolo[1,5-a]pyrimidines Phenoxy compounds Phenol ethers Alkyl aryl ethers Pyrimidines and pyrimidine derivatives Tertiary carboxylic acid amides Heteroaromatic compounds Azacyclic compounds Organonitrogen compounds Organofluorides Organic oxides Hydrocarbon derivatives Carbonyl compounds Alkyl fluorides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Phenylpyrazole - Pyrazolo[1,5-a]pyrimidine - Pyrazolopyrimidine - Phenoxy compound - Phenol ether - Alkyl aryl ether - Monocyclic benzene moiety - Benzenoid - Pyrimidine - Heteroaromatic compound - Tertiary carboxylic acid amide - Carboxamide group - Ether - Carboxylic acid derivative - Azacycle - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organonitrogen compound - Organofluoride - Organohalogen compound - Organic nitrogen compound - Carbonyl group - Organic oxygen compound - Alkyl halide - Alkyl fluoride - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylpyrazoles. These are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group.
• External Descriptors: Not available

Data sources

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

Associated Targets(Human)

CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)

Discover Target: CYP2D6

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

CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

Discover Target: CYP3A4

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

Associated Targets(non-human)

Tspo Peripheral-type benzodiazepine receptor (243 Activities)

Discover Target: Tspo

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO : 41.67 mg/mL (104.57 mM; Need ultrasonic)
• Molecular Weight: 398.500 g/mol
• XLogP3: 3.200
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 398.212 Da
• Monoisotopic Mass: 398.212 Da
• Topological Polar Surface Area: 59.700 Ų
• Heavy Atom Count: 29
• Formal Charge: 0
• Complexity: 525.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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