N2-(2-METHYLPROPANOYL)-GUANOSINE

Product Name: N2-(2-METHYLPROPANOYL)-GUANOSINE
CAS No.: 64350-24-9
Chemical Name: N2-(2-METHYLPROPANOYL)-GUANOSINE
Synonyms: ibu-rG;N2-iBu-rG;rG(iBu);N2-iBu-Gr;N-Isobutyryl guanosine;N2-ISOBUTYRYL-D-GUANOSINE;N2-(ISOBUTYRYL)-GUANOSINE;N-(2-Methylpropanoyl)guanosine;N2-Isobutyrylguanosine Hydrate;N2-iso-Butyryl u00A0 guanosine
CBNumber: CB1281011
Molecular Formula: C14H19N5O6
Formula Weight: 353.33
MOL File: 64350-24-9.mol

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N2-(2-METHYLPROPANOYL)-GUANOSINE Property

Melting point:: 148 °C
Density: 1.82±0.1 g/cm3(Predicted)
storage temp.: Sealed in dry,2-8°C
solubility: DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: 9.16±0.20(Predicted)
color: White to Off-White
InChIKey: OXTYJSXVUGJSGM-HTVVRFAVSA-N
SMILES: OC[C@H]1O[C@@H](N2C3=C(C(NC(=N3)NC(=O)C(C)C)=O)N=C2)[C@H](O)[C@@H]1O
CAS DataBase Reference: 64350-24-9

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Safety

HS Code: 29389090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

TCI Chemical

Product number: I0699
Product name: N2-Isobutyrylguanosine Monohydrate
Packaging: 100mg
Price: $79
Updated: 2025/07/31

TCI Chemical

Product number: I0699
Product name: N2-Isobutyrylguanosine Monohydrate
Packaging: 1g
Price: $507
Updated: 2025/07/31

TRC

Product number: I780120
Product name: N-Isobutyrylguanosine
Packaging: 100mg
Price: $65
Updated: 2021/12/16

Ark Pharm

Product number: P000420427
Product name: N-Isobutyrylguanosine
Purity: 95+%
Packaging: 10g
Price: $71
Updated: 2021/12/16

Biosynth Carbosynth

Product number: NI03488
Product name: N2-Isobutyrylguanosine
Packaging: 100g
Price: $220
Updated: 2021/12/16

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N2-(2-METHYLPROPANOYL)-GUANOSINE Chemical Properties,Usage,Production

Description

N2-Isobutyrylguanosine is a synthetic nucleoside analog. N-Isobutyrylguanosine can be used in the syntehsis of 2'-O-(o-nitrobenzyl)-3'-thioguanosine phosphoramidite which is then used to form oligonucleotides, substrates for probing the mechanism of RNA catalysis.

Chemical Properties

White solid

Uses

N-Isobutyrylguanosine is used in the syntehsis of 2''-O-(o-nitrobenzyl)-3''-thioguanosine phosphoramidite which is then used to form oligonucleotides, substrates for probing the mechanism of RNA catalysis.

Definition

ChEBI: N-Isobutyrylguanosine is a purine nucleoside.

Synthesis

79-30-1

118-00-3

64350-24-9

GENERAL STEPS: To a solution of guanosine (1 g, 3.53 mmol) in pyridine (25 mL) was added trimethylsilyl chloride (TMSCl) (3.35 mL, 26.47 mmol). The reaction mixture was stirred at room temperature for 2 hours. Subsequently, the reaction system was cooled to 0°C and isobutyryl chloride was slowly added. After addition, the reaction solution was returned to room temperature and continued stirring. Upon completion of the reaction, water (10 mL) was slowly added at 0 °C, followed by additional water (10 mL) at 5 °C. After 5 min, ammonia (NH4OH) was added. after 15 min, water (50 mL) and dichloromethane (CH2Cl2) (20 mL) were added for extraction. The aqueous phase was separated and concentrated under reduced pressure, the resulting solid was recrystallized with hot water, filtered and the solvent was evaporated under reduced pressure to afford the target compound N-(9-(((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide (82% yield). The product was confirmed by 1H-NMR (200 MHz, DMSO-d6), ESI MS characterization.1H-NMR (200 MHz, DMSO-d6) δ: 1.10,1.13 (6H, s, (CH3)2CH), 2.75-2.76 (1H, m, CH), 3.56-3.59 (2H, m, H-5'), 3.88- 3.90 (1H, m, H-4'), 4.11-4.13 (1H, m, H-3'), 4.41-4.44 (1H, m, H-2'), 5.04 (1H, t, J=4.6 Hz, OH-5'), 5.45 (1H, d, J=3.8 Hz, OH-3'), 5.48 (1H, d, J=4.0 Hz, OH-2 '), 5.80 (1H, d, J=5.4Hz, H-1'), 8.26 (1H, s, H-8), 11.90 (1H, br s, NH-CO), 12.16 (1H, br s, NH-3).ESI MS: m/z 354.2Da [M+H]+, molecular formula C14H19N5O6, molecular weight 353.33.

References

[1] European Journal of Medicinal Chemistry, 2012, vol. 54, p. 202 - 209
[2] Bioorganic and medicinal chemistry, 2003, vol. 11, # 2, p. 235 - 249
[3] Patent: US2011/86813, 2011, A1. Location in patent: Page/Page column 30
[4] Nucleosides, Nucleotides and Nucleic Acids, 2004, vol. 23, # 1-2, p. 171 - 181
[5] Patent: EP1710249, 2006, A1. Location in patent: Page/Page column 17

N2-(2-METHYLPROPANOYL)-GUANOSINE Preparation Products And Raw materials

Raw materials

Preparation Products

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N2-(2-METHYLPROPANOYL)-GUANOSINE Suppliers

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View Lastest Price from N2-(2-METHYLPROPANOYL)-GUANOSINE manufacturers

Shenzhen Nexcon Pharmatechs Ltd.

Product: N2-(2-METHYLPROPANOYL)-GUANOSINE 64350-24-9
Price: US $0.00-0.00/G
Min. Order: 1G
Purity: 97%
Supply Ability: 2000
Release date: 2025-05-30

Hebei Chuanghai Biotechnology Co., Ltd

Product: N2-(2-METHYLPROPANOYL)-GUANOSINE 64350-24-9
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 mt
Release date: 2024-11-15

Henan Aochuang Chemical Co.,Ltd.

Product: N2-(2-METHYLPROPANOYL)-GUANOSINE 64350-24-9
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-09-23

64350-24-9, N2-(2-METHYLPROPANOYL)-GUANOSINERelated Search:

N4-Benzoylcytidine 5'-Iodo-2',3'-dideoxycytidine N4-Acetylcytidine 5-IODO-2',3'-DIDEOXYURIDINE N2-Benzoyl-D-guanosine N-BENZOYLADENOSINE N2-(ISOBUTYRYL)-5'-O-(DIMETHOXYTRITYL)-2'-O-(T-BUTYLDIMETHYLSILYL)-GUANOSINE-3'-N,N-DIISOPROPYL (CYANOETHYL) PHOSPHORAMIDITE 5'-DMT-RIBO GUANOSINE (N-IBU) 5'-O-Benzoyl-N2-Isobutyryl-2'-O-tertbutyldimethylsilylguanosine-3'-O-cyanoethyldiisopropylphosphoramidite 5'-O-DMT-N2-Isobutyryl-2'-O-methyl-D-guanosine 5'-DIMETHOXYTRITYL-N2-ISOBUTYRYL-2'-(2-METHOXYETHYL)GUANOSINE N2-ISOBUTYRYL-2'-(2-METHOXYETHYL) GUANOSINE N2-(2-METHYLPROPANOYL)-GUANOSINE N2-Phenylacetyl guanosine

N2-(2-METHYLPROPANOYL)-GUANOSINE

N2-(ISOBUTYRYL)-GUANOSINE

N2-ISOBUTYRYL-D-GUANOSINE

N-Isobutyryl guanosine

N2-ISOBUTYRYLGUANOSINE MONOHYDRATE

N2-iBu-rG

ibu-rG

N<sup>2</sup>-Isobutyrylguanosine

Guanosine,N-(2-Methyl-1-oxopropyl)-

N2-iBu-Gr

N-(2-Methylpropanoyl)guanosine

N2-(2-METHYLPROPANOYL)-GUANOSINE USP/EP/BP

N-[9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-3H-purin-2-yl]-2-methylpropanamide

N2-Isobutyrylguanosine Hydrate

N-{9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-6,9-dihydro-1H-purin-2-yl}-2-methylpropanamide

N-(2-Methyl-1-oxopropyl)guanosine

N2-Isobutyryl-2’-Deoxyguanosine Hydrate

rG(iBu)

N-(9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide

N2-iso-Butyryl u00A0 guanosine

N-{9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-6,9-dihydro-3H-purin-2-yl}-2-methylpropanamide

N2-Isobutyryl-2’-Deoxyguanosine Hydrate

64350-24-9

C14H19N5O6H2O

Biochemistry

Nucleosides and their analogs

Nucleosides, Nucleotides & Related Reagents

Modified（deoxy）nucleoside