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Name	2,6-Dihydroxy-3-methylpurine	EINECS	214-058-1
CAS No.	1076-22-8	Density	1.54 g/cm³
PSA	83.54000	LogP	-1.05010
Solubility	Insoluble in water.	Melting Point	>300 °C
Formula	C₆H₆N₄O₂	Boiling Point	322.4oC at 760 mmHg
Molecular Weight	166.139	Flash Point	148.8oC
Transport Information	N/A	Appearance	white to cream solid
Safety	22-24/25	Risk Codes	22-26/27/28
Molecular Structure		Hazard Symbols	Xn, T+
Synonyms	1H-Purine-2,6-dione,3,7-dihydro-3-methyl- (9CI);Xanthine, 3-methyl- (6CI,7CI,8CI);3-Methyl-3,7-dihydro-1H-purine-2,6-dione;3-Methyl-3,7-dihydropurine-2,6-dione;3-Methylxanthine;NSC 515466;	Article Data	49

2,6-Dihydroxy-3-methylpurine Synthetic route

: 90801-87-9
4-(N-methylamino)-1H-imidazole-5-carboxamide

: 1076-22-8
3-methylxanthine

Conditions

Conditions	Yield
With formic acid; perchloric acid adsorbed on silica gel In ethanol at 20℃; for 0.333333h; Solvent;	95.12%

: 64-18-6
formic acid

: 6972-82-3
5,6-diamino-1-methyluracil

: 1076-22-8
3-methylxanthine

Conditions

Conditions	Yield
Stage #1: formic acid; 5,6-diamino-1-methyluracil In water at 105℃; for 3h; Stage #2: With sodium hydroxide In water at 105℃; for 1h;	94.1%
Stage #1: formic acid; 5,6-diamino-1-methyluracil In water for 3h; Reflux; Inert atmosphere; Stage #2: With sodium hydroxide In water for 1h; Reflux; Inert atmosphere;	80%
Stage #1: formic acid; 5,6-diamino-1-methyluracil In water for 3h; Reflux; Inert atmosphere; Stage #2: With sodium hydroxide In water at 20℃; for 1h; Inert atmosphere; Reflux;	78%

: 56025-86-6
7-benzyl-3-methylxanthine

: 1076-22-8
3-methylxanthine

Conditions

Conditions	Yield
With 20 % Pd(OH)2/C; hydrogen In acetic acid; ethyl acetate at 90℃; under 75007.5 Torr; for 0.416667h; H-Cube reactor;	90%

: 3080-28-2
3-methylxanthine

: 1076-22-8
3-methylxanthine

Conditions

Conditions	Yield
With hydrogenchloride In water for 0.5h; Ambient temperature;	84%
With hydrogenchloride In water at 25℃; Rate constant; hydrolytic cleavage of the glycosidic bond in several HCl solutions;

: 50996-13-9
1-methyl-2,4-dioxo-5,6-diaminopyrimidine hydrochloride

: 122-51-0
orthoformic acid triethyl ester

: 1076-22-8
3-methylxanthine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 70℃; for 3.5h;	53%

: 50-00-0
formaldehyd

: 6972-82-3
5,6-diamino-1-methyluracil

: 1076-22-8
3-methylxanthine

Conditions

Conditions	Yield
With acetic acid nachfolgenden Behandeln mit Eisenchlorid;

: 6972-82-3
5,6-diamino-1-methyluracil

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 1076-22-8
3-methylxanthine

: 6972-78-7
6-amino-1-methyl-5-nitrosouracil

: 1076-22-8
3-methylxanthine

Conditions

Conditions	Yield
With palladium on activated charcoal; formic acid; isopropyl alcohol Erwaermen des Reaktionsprodukts mit wss.NaOH;
Multi-step reaction with 3 steps 1: 98 percent / H2 / 10percent Pd/C / H2O / 3750.3 Torr / Ambient temperature 2: 96 percent / 10percent Pd/C / 39.9 °C 3: NaOH View Scheme
Multi-step reaction with 2 steps 1: Na2S2O4, 25percent aq. NH4OH / 20 - 50 °C 2: 2.) 2.2 M aq. NaOH / 1.) reflux, 2 h, 2.) reflux, 45 min View Scheme

: 10184-42-6
5-acetylamino-6-amino-1-methyl-1H-pyrimidine-2,4-dione

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 1076-22-8
3-methylxanthine

: 874495-58-6
(1-methyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-amidosulfuric acid

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 1076-22-8
3-methylxanthine

2,6-Dihydroxy-3-methylpurine Chemical Properties

IUPAC Name: 2,6-Dihydroxy-3-methylpurine
The MF of 2,6-Dihydroxy-3-methylpurine (1076-22-8) is C₆H₆N₄O₂.

The MW of 2,6-Dihydroxy-3-methylpurine (1076-22-8) is 166.14.
Synonyms of 2,6-Dihydroxy-3-methylpurine (1076-22-8): 3-Methylxanthine ; 1H-purine-2,6-dione, 3,7-dihydro-3-methyl- ; 3-Methyl-3,7-dihydro-1H-purin-2,6-dion
Product Categories: Pyridines,Purines and Pteredines;Heterocycles series
Form: White to yellow powder or solid
Index of Refraction: 1.626
EINECS: 214-058-1
Density: 1.539 g/ml
Melting Point: >300 °C
Storage temp: 2-8°C

2,6-Dihydroxy-3-methylpurine Uses

The MF of 2,6-Dihydroxy-3-methylpurine (1076-22-8) is used for propentofylline (cognition enhancer).

2,6-Dihydroxy-3-methylpurine Toxicity Data With Reference

1.	ipr-mus LD50:1300 mg/kg	FATOAO Farmakologiya i Toksikologiya (Moscow). 46 (5)(1983),104.
2.	ivn-dog LDLo:300 mg/kg	AEXPBL Archiv fuer Experimentelle Pathologie und Pharmakologie. 43 (1900),305.
3.	ivn-rbt LDLo:500 mg/kg	AEXPBL Archiv fuer Experimentelle Pathologie und Pharmakologie. 43 (1900),305.

2,6-Dihydroxy-3-methylpurine Safety Profile

Poison by intravenous route. Moderately toxic by intraperitoneal route. When heated to decomposition it emits toxic fumes of NO_x.
Safety information of 2,6-Dihydroxy-3-methylpurine (1076-22-8):
Hazard Codes Xn,T+
Risk Statements
22 Harmful if swallowed
26/27/28 Very Toxic by inhalation, in contact with skin and if swallowed
Safety Statements
22 Do not breathe dust
24/25 Avoid contact with skin and eyes
WGK Germany 1
RTECS ZD8750000

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