9-(beta-D-Arabinofuranosyl)-2-fluoro-9H-purin-6-amine

Basic Information

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CAS Number

21679-14-1

Molecular Formula

C10H12FN5O4

Molecular Weight

285.24 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Specialty Chemicals UV Stabilizers

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Physical State

Powder

Melting Point

270-274°C

Boiling Point

747.3°C at 760 mmHg

Density

2.17

Water Solubility

Soluble in DMF, DMSO, methanol or ethanol. Sparingly soluble in water

Flash Point

405.8±35.7 °C

Solubility

DMF: 20 mg/mL, clear, faintly yellow

Refractive Index

1.876

Specific Rotation

+3.3° (c=0.15%, in 2N HCl)

SMILES

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Nc1nc(F)nc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@@H]3O

InChI

InChI=1S/C10H12FN5O4/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,14,15)/t3-,5-,6+,9-/m1/s1

InChIKey

HBUBKKRHXORPQB-FJFJXFQQSA-N

LogP

-1.8409000000000002

Topological Polar Surface Area

139.54000000000002 Å²

Hydrogen Bond Donor/Acceptor

5 / 9

Complexity

367

Safety Information

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GHS Hazard Pictograms

H302

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

Synonyms & References

English

Fludarabine
2-Fluoroadeninearabinoside
9-beta-d-arabinofuranosyl-2-fluoro-9h-purin-6-amin
9-beta-d-arabinofuranosyl-2-fluoro-adenin
f-ara-a
6-AMINO-9 BETA-D-ARABINOFURANOSYLFLUOROPURINE
9-bata-d-arabinofuranosyl-2-fluoroadenine
9-BETA-D-ARABINOFURANOSYL-2-FLUORO-9H-PURIN-6-AMINE
9-BETA-D-ARABINOFURANOSYL-2-FLUOROADENINE
(2R,3S,4S,5R)-2-(6-Amino-2-fluoro-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
(2R,3S,4S,5R)-2-(6-amino-2-fluoropurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
2-FLUORO-9-ARABINOADENINE
2-Fluoroadenine-9-β-D-arabinofuranoside
9-β-D-Arabinofuranosyl-2-fluoroadenine
EINECS 244-525-5
Fludarabine des-phosphate
NSC 118218
UNII-P2K93U8740
2-Fluoroadenine-9-bata-D-arabinofuranoside
2-Fluoro Ara-A
Fludarabinum
FaraA
Fludarabine [INN]
Fludarabinum [Latin]
Fludarabina [Spanish]
2-F-ara-A
Fludarabine (INN)
Fludarabine (Fludara)
2-Fluoro-9-beta-D-arabinofuranosyladenine
(2R,3S,4S,5R)-2-(6-amino-2-fluoro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
(2R,3S,4S,5R)-2-(6-amino-2-fluo

MDL Number

MFCD00132942

FAQ

What is 9-(beta-D-Arabinofuranosyl)-2-fluoro-9H-purin-6-amine (CAS: 21679-14-1)?

9-(beta-D-Arabinofuranosyl)-2-fluoro-9H-purin-6-amine (CAS: 21679-14-1) is a nucleoside analog with the molecular formula C10H13FN5O5. It features a purine ring with a fluorine atom at the 2-position and a beta-D-ribose-like sugar moiety, making it a key compound in pharmaceutical research for its potential antiviral and antineoplastic properties.

What are the main uses of 9-(beta-D-Arabinofuranosyl)-2-fluoro-9H-purin-6-amine (CAS: 21679-14-1)?

This compound is primarily used in pharmaceutical development as a nucleoside analog, targeting HIV and cancer treatments. Its unique structure allows it to inhibit DNA synthesis, making it relevant in drug research for therapeutic applications in oncology and antiviral therapy. It is also studied for its role in nucleotide analogs for medicinal chemistry.

Is 9-(beta-D-Arabinofuranosyl)-2-fluoro-9H-purin-6-amine (CAS: 21679-14-1) safe?

Safety of 9-(beta-D-Arabinofuranosyl)-2-fluoro-9H-purin-6-amine (CAS: 21679-14-1) depends on its application. It is generally considered toxic if ingested or inhaled, requiring protective measures like gloves and ventilation. Proper handling is essential to comply with safety standards, and it should be used under controlled conditions in laboratories and pharmaceutical settings.

How should 9-(beta-D-Arabinofuranosyl)-2-fluoro-9H-purin-6-amine (CAS: 21679-14-1) be stored?

Store 9-(beta-D-Arabinofuranosyl)-2-fluoro-9H-purin-6-amine (CAS: 21679-14-1) in a cool, dry place, away from light, in airtight containers. Maintain temperature below 25°C and humidity levels under 60% to ensure stability. Avoid exposure to moisture and incompatible substances to preserve its chemical integrity.