2',3'-O-Isopropylideneadenosine

Basic Information

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CAS Number

362-75-4

Molecular Formula

C13H17N5O4

Molecular Weight

307.31 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

Basic Physical Properties

Melting Point

220.0 to 225.0 deg-C

Boiling Point

447.81°C (rough estimate)

Refractive Index

-105 ° (C=1, Dioxane)

Specific Rotation

-99 - -110° (c=1, dioxane)

SMILES

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CC1(OC2C(OC(C2O1)N3C=NC4=C(N=CN=C43)N)CO)C

InChI

InChI=1S/C13H17N5O4/c1-13(2)21-8-6(3-19)20-12(9(8)22-13)18-5-17-7-10(14)15-4-16-11(7)18/h4-6,8-9,12,19H,3H2,1-2H3,(H2,14,15,16)/t6-,8-,9-,12-/m1/s1

InChIKey

LCCLUOXEZAHUNS-WOUKDFQISA-N

LogP

-0.18170000000000014

Topological Polar Surface Area

117.54 Å²

Hydrogen Bond Donor/Acceptor

3 / 9

Complexity

439

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H332 Harmful if inhaled
Acute toxicity, inhalation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

362-75-4
Maybridge4_003341
AMY23854
HMS2215M12
[(3aR,4R,6R)-4-(6-aminopurin-9-yl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methanol
SMR001318096
((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol
2',3'-O-Isopropylideneadenosine, 98%
EN300-1588517
[(3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro-[3,4-d][1,3]dioxol-4-yl]methanol
((3aR,4R,6R,6aR)-6-(6-Amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol
LCCLUOXEZAHUNS-WOUKDFQISA-N
MFCD00005756
2,3-O-(1-Methylethylidene)adenosine
AKOS015896812
AKOS015995298
[(1R,2R,4R,5R)-4-(6-aminopurin-9-yl)-7,7-dimethyl-3,6,8-trioxabicyclo[3.3.0]oc t-2-yl]methan-1-ol
[(3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]methanol
Z1741976708
DS-1175
A823189
BRD-K42211680-001-01-3
2 inverted exclamation mark ,3 inverted exclamation mark -O-Isopropylideneadenosine
21138-44-3
NSC 29413
[(3aR,4R,6R,6aR)-4-(6-aminopurin-9-yl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methanol
SCHEMBL308385
[(3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl]methanol
2',3'-O-Isopropylideneadenosine
MLS002279959
CHEMBL1321883

MDL Number

MFCD00005756

Customs Code

2934999090

FAQ

What is 2',3'-O-Isopropylideneadenosine (CAS: 362-75-4)?

2',3'-O-Isopropylideneadenosine (CAS: 362-75-4) is a nucleoside derivative with the chemical formula C10H14N5O5. It is characterized by the presence of an isopropylidene group at the 2' and 3' positions of the ribose sugar, which protects the molecule from hydrolysis. This compound is commonly used in chemical synthesis and research due to its stability and structural features.

What are the main uses of 2',3'-O-Isopropylideneadenosine (CAS: 362-75-4)?

2',3'-O-Isopropylideneadenosine (CAS: 362-75-4) is primarily used in pharmaceutical research for the synthesis of nucleoside analogs, which are important in developing antiviral and anticancer drugs. It also finds applications in organic chemistry as a building block for various derivatives and in the study of nucleic acid chemistry due to its structural similarity to adenosine.

Is 2',3'-O-Isopropylideneadenosine (CAS: 362-75-4) safe?

2',3'-O-Isopropylideneadenosine (CAS: 362-75-4) is generally considered safe when handled properly. However, as a chemical compound, it should be treated with standard laboratory safety precautions, including the use of gloves, goggles, and a fume hood. It is not classified as toxic, but prolonged exposure or ingestion may pose health risks, so adherence to safety protocols is recommended.

How should 2',3'-O-Isopropylideneadenosine (CAS: 362-75-4) be stored?

2',3'-O-Isopropylideneadenosine (CAS: 362-75-4) should be stored in a cool, dry place away from light. It is best kept in a sealed, airtight container at a temperature below 25°C and with humidity levels below 60%. Proper storage helps maintain its stability and prevents degradation, ensuring consistent performance in chemical applications.