961-07-9

Basic information

• Product Name: 2'-Deoxyguanosine monohydrate
• Synonyms: DEOXYGUANOSINE-2';DG;GUANINE DESOXYRIBOSIDE;2'-DEOXYGUANOSINE;2'-DEOXY-D-GUANOSINE;A-2'-DEOXYGUANOSINE;9-(2'-DEOXY-BETA-D-RIBOFURANOSYL)GUANINE;2’-deoxy-guanosin
• CAS NO: 961-07-9
• Molecular Formula: C₁₀H₁₃N₅O₄
• Molecular Weight: 285.26
• EINECS: 213-505-8
• Product Categories: Pyridines, Pyrimidines, Purines and Pteredines;Heterocyclic Compounds;Biochemistry;Nucleosides and their analogs;Nucleosides, Nucleotides & Related Reagents;Bases & Related Reagents;Carbohydrates & Derivatives;Heterocycles;Nucleotides
• Mol File: 961-07-9.mol
• Article Data: 70

Chemical Properties

• Melting Point: 300 °C
• Boiling Point: 410.43°C (rough estimate)
• Flash Point: 392.553 °C
• Appearance: White to Off-white/powder
• Density: 1.3382 (rough estimate)
• Refractive Index: -42 ° (C=0.2, 1mol/L NaOH)
• Storage Temp.: Store at RT.
• Solubility: NH4OH 1 M: 50 mg/mL, clear to very faintly turbid, yellow t
• PKA: 9?+-.0.20(Predicted)
• Water Solubility: Slightly soluble in water.
• BRN: 39814
• CAS DataBase Reference: 2'-Deoxyguanosine monohydrate(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-Deoxyguanosine monohydrate(961-07-9)
• EPA Substance Registry System: 2'-Deoxyguanosine monohydrate(961-07-9)

Safety Data

• Statements: 20/21/22
• Safety Statements: 24/25
• WGK Germany: 3
• RTECS: MF8760000
• F: 10-23
• TSCA: Yes
• Hazardous Substances Data: 961-07-9(Hazardous Substances Data)

Usage

Definition

ChEBI: A purine 2'-deoxyribonucleoside having guanine as the nucleobase.

Uses

Nucleoside analog

Purification Methods

2'-Deoxyguanosine recrystallises from H2O as the monohydrate. [Brown &C5440 Lythgoe J Chem Soc 1990 1950, L

Chemical Properties

Crystalline

Synthetic route

diphenylmethylsulfonium tetrafluoroborate (10504-60-6) + 9-(2'-deoxyribofuranosyl)guanine (961-07-9) → O6-methyl 2'-deoxyguanosine (76567-63-0) + 1-methyl-2'-deoxyguanosine (5132-79-6)

Conditions	Yield
With potassium hydroxide In water; N,N-dimethyl-formamide at 20℃; for 5h;	A 4% B 95%

tris(trimethyl)silyltriflate + 9-(2'-deoxyribofuranosyl)guanine (961-07-9) → 2-Amino-(2-deoxy-β-D-erythropentofuranosyl)adenine

Conditions	Yield
With chloro-trimethyl-silane; ammonia; 1,1,1,3,3,3-hexamethyl-disilazane In methanol; water; toluene	24.2%

4-(carbethoxynitrosamino)-1-(3-pyridyl)-1-butanone (68743-68-0) + 9-(2'-deoxyribofuranosyl)guanine (961-07-9) → 4-(3-pyridyl)-4-oxobutanol (59578-62-0) + (E)-4-(pyridin-3-yl)but-3-en-2-one (100021-45-2) + 3-hydroxy-1-(3-pyridyl)-1-butanone + 2'-deoxyguanosine 3'-(ethyl carbonate) (100044-90-4)

Conditions	Yield
With pH 8 sodium phosphate buffer In water at 37℃; for 96h; Further byproducts given;
With pH 8 sodium buffer In water at 37℃; for 96h; Further byproducts given;

4-(carbethoxynitrosamino)-1-(3-pyridyl)-1-butanone (68743-68-0) + 9-(2'-deoxyribofuranosyl)guanine (961-07-9) → (E)-4-(pyridin-3-yl)but-3-en-2-one (100021-45-2) + 2'-deoxyguanosine 3'-(ethyl carbonate) (100044-90-4) + 2'-deoxyguanosine 5'-(ethyl carbonate) (100021-47-4) + 2'-deoxy-N-<1-methyl-3-oxo-3-(3-pyridyl)-propyl>guanosine

Conditions	Yield
With pH 8 sodium phosphate buffer In water at 37℃; for 96h; Further byproducts given;

triethylamine hydrochloride (554-68-7) + 9-(2'-deoxyribofuranosyl)guanine (961-07-9) → N-isobutyryl deoxyguanosine (93635-99-5)

Conditions	Yield
With sodium methylate In methanol; hexane; N,N-dimethyl-formamide

9-(2'-deoxyribofuranosyl)guanine (961-07-9) + cyclohexanylcarbonyl chloride (2719-27-9) → N2-cyclohexylcarbonyl-2'-deoxyguanosine (168466-00-0)

Conditions	Yield
With chloro-trimethyl-silane; ammonium fluoride; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; pyridine; methanol; ice-water; ethanol; water; toluene

9-(2'-deoxyribofuranosyl)guanine (961-07-9) → C10H13N5O6 + C10H14N6O5

Conditions	Yield
With rose bengal; ammonium chloride In aq. phosphate buffer at 22℃; pH=7.4; Irradiation;	A 31 %Chromat. B 62 %Chromat.

9-(2'-deoxyribofuranosyl)guanine (961-07-9) → C10H13N5O6 + C10H14N6O5 + C10H14N6O5 + 2,2-Diamino-4-((4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-ylamino)-2H-oxazol-5-one

Conditions	Yield
With ammonium chloride; riboflavin In aq. phosphate buffer at 22℃; pH=7.4; Irradiation;	A 11 %Chromat. B 29 %Chromat. C 11 %Chromat. D 43 %Chromat.

9-(2'-deoxyribofuranosyl)guanine (961-07-9) → C10H13N5O6 + C10H14N6O5 + C9H15N5O5*H(1+)

Conditions	Yield
With sodium hexachloroiridate; ammonium chloride In aq. phosphate buffer at 22℃; pH=7.4; Irradiation;	A 50 %Chromat. B 42 %Chromat. C 8 %Chromat.

9-(2'-deoxyribofuranosyl)guanine (961-07-9) → C41H65N5O16

Conditions

Yield

Multi-step reaction with 7 steps 1: N-Bromosuccinimide / water; acetonitrile 2: 1H-imidazole / N,N-dimethyl-formamide / 20 °C 3: diethylazodicarboxylate; triphenylphosphine / 1,4-dioxane / 50 °C 4: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / tetrahydrofuran / 18 h / 40 °C / Inert atmosphere 5: hydrogenchloride / water; methanol / 20 °C 6: potassium carbonate / N,N-dimethyl-formamide / 50 °C 7: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C View Scheme

9-(2'-deoxyribofuranosyl)guanine (961-07-9) → C55H97N5O16Si2

Conditions

Yield

Multi-step reaction with 6 steps 1: N-Bromosuccinimide / water; acetonitrile 2: 1H-imidazole / N,N-dimethyl-formamide / 20 °C 3: diethylazodicarboxylate; triphenylphosphine / 1,4-dioxane / 50 °C 4: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / tetrahydrofuran / 18 h / 40 °C / Inert atmosphere 5: hydrogenchloride / water; methanol / 20 °C 6: potassium carbonate / N,N-dimethyl-formamide / 50 °C View Scheme

9-(2'-deoxyribofuranosyl)guanine (961-07-9) → C21H37N5OSi2

Conditions	Yield
Multi-step reaction with 5 steps 1: N-Bromosuccinimide / water; acetonitrile 2: 1H-imidazole / N,N-dimethyl-formamide / 20 °C 3: diethylazodicarboxylate; triphenylphosphine / 1,4-dioxane / 50 °C 4: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / tetrahydrofuran / 18 h / 40 °C / Inert atmosphere 5: hydrogenchloride / water; methanol / 20 °C View Scheme

9-(2'-deoxyribofuranosyl)guanine (961-07-9) → C38H73N5O4Si4

Conditions	Yield
Multi-step reaction with 4 steps 1: N-Bromosuccinimide / water; acetonitrile 2: 1H-imidazole / N,N-dimethyl-formamide / 20 °C 3: diethylazodicarboxylate; triphenylphosphine / 1,4-dioxane / 50 °C 4: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / tetrahydrofuran / 18 h / 40 °C / Inert atmosphere View Scheme

9-(2'-deoxyribofuranosyl)guanine (961-07-9) → C27H52BrN5O4Si3

Conditions	Yield
Multi-step reaction with 3 steps 1: N-Bromosuccinimide / water; acetonitrile 2: 1H-imidazole / N,N-dimethyl-formamide / 20 °C 3: diethylazodicarboxylate; triphenylphosphine / 1,4-dioxane / 50 °C View Scheme

9-(2'-deoxyribofuranosyl)guanine (961-07-9) → C22H40BrN5O4Si2

Conditions	Yield
Multi-step reaction with 2 steps 1: N-Bromosuccinimide / water; acetonitrile 2: 1H-imidazole / N,N-dimethyl-formamide / 20 °C View Scheme

9-(2'-deoxyribofuranosyl)guanine (961-07-9) → C10H12BrN5O4

Conditions	Yield
With N-Bromosuccinimide In water; acetonitrile

Upstream product

• 96107-88-9 2H-Tetrazole-5-carboxylicacid,2-methyl-,methylester(9CI) 
• 96107-45-8 4-formyl-2-methoxyphenyl beta-D-glucopyranosiduronic acid 
• 96107-44-7 4-amino-2-methoxyphenyl beta-D-glucopyranosiduronic acid 
• 96107-38-9 AF 57 
• 96107-28-7 (E/Z)-2-Propyl-2,4-pentadienoic Acid Ethyl Ester 
• 96107-27-6 3-Hydroxy-2-propyl-4-pentenoic Acid Ethyl Ester (Mixture of diastereomers) 
• 96107-26-5 Ethyl 2-Propyl-4-pentenoate 
• 96-10-6 DIETHYLALUMINUM CHLORIDE 
• 96105-72-5 3,3,3-TRIFLUOROALANINE HYDROCHLORIDE 
• 961-04-6 3-(diphenylphosphanyl)-N,N-dimethylpropan-1-amine 
• 96103-52-5 2-Nitro-5-(1-piperazinyl)aniline 
• 96102-85-1 4-ForMyl-bicyclo[2.2.2]octane-1-carboxylic acid 
• 96102-45-3 4-Pyrimidinecarbonitrile, 1,2-dihydro-2-oxo- (9CI) 
• 96102-27-1 TFA-aa-dC 

Downstream Products

• 96107-94-7 1H-TETRAZOLE-5-CARBOXYLIC ACID ETHYL ESTER SODIUM SALT 
• 96107-95-8 Calix[6]arene 
• 96107-96-9 CALIX[6]ARENE P-SULFONIC ACID, HEXASODIUM SALT, HYDRATE 
• 96108-88-2 5-[(1E)-2,6-dimethylhepta-1,5-dien-1-yl]-1-(3,7-dimethyloct-6-en-1-yl)-1H-imidazole 
• 96108-89-3 1-benzyl-5-(2,6-dimethyl-1,5-heptadienyl)imidazole 
• 96111-47-6 2-(diethylamino)ethyl 2-[5-methyl-2-oxo-3-(prop-2-en-1-yl)tetrahydrofuran-3-yl]benzoate 
• 961-11-5 Tetrachlorvinphos 
• 96111-71-6 N-[5-amino-2-(2-phenylethoxy)benzyl]-N~2~,N~2~-diethylglycinamide dihydrochloride 
• 96112-86-6 (17alpha)-17-[2-(butylamino)-1,3-thiazol-4-yl]-17-hydroxyandrost-4-en-3-one 
• 96112-87-7 (17alpha)-17-[2-(butan-2-ylamino)-1,3-thiazol-4-yl]-17-hydroxyandrost-4-en-3-one 
• 96113-08-5 (3alpha,17alpha)-17-[2-(butylamino)-1,3-thiazol-4-yl]androst-4-ene-3,17-diol dihydrate 
• 96115-77-4 N,N-DIETHYL-2-(2-NITROPHENOXY)ETHANAMINE 
• 96116-02-8 3-bromo-4-[2-(diethylamino)ethoxy]-5-methoxyaniline hydrochloride 
• 96-11-7 1,2,3-Tribromopropane 

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