[ CAS No. 7139-02-8 ] {[proInfo.proName]}

Name: 7139-02-8|2,6-Dichloro-4,8-di(piperidin-1-yl)pyrimido[5,4-d]pyrimidine|97%
Brand: Ambeed
SKU: A104936
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Quality Control of [ 7139-02-8 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 7139-02-8 ]

SDS Specification

Alternatived Products of [ 7139-02-8 ]

Product Details of [ 7139-02-8 ]

CAS No. :	7139-02-8	MDL No. :	MFCD07779463
Formula :	C₁₆H₂₀Cl₂N₆	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	PCVJQTVUJJJSRQ-UHFFFAOYSA-N
M.W :	367.28	Pubchem ID :	81556
Synonyms :

Calculated chemistry of [ 7139-02-8 ]

Physicochemical Properties

Num. heavy atoms :	24
Num. arom. heavy atoms :	10
Fraction Csp3 :	0.62
Num. rotatable bonds :	2
Num. H-bond acceptors :	4.0
Num. H-bond donors :	0.0
Molar Refractivity :	104.05
TPSA :	58.04 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	Yes
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	Yes
CYP2D6 inhibitor :	Yes
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.4 cm/s

Lipophilicity

Log Po/w (iLOGP) :	3.82
Log Po/w (XLOGP3) :	4.43
Log Po/w (WLOGP) :	2.95
Log Po/w (MLOGP) :	2.91
Log Po/w (SILICOS-IT) :	3.1
Consensus Log Po/w :	3.44

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-5.08
Solubility :	0.00302 mg/ml ; 0.00000823 mol/l
Class :	Moderately soluble
Log S (Ali) :	-5.37
Solubility :	0.00158 mg/ml ; 0.00000429 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-5.21
Solubility :	0.00225 mg/ml ; 0.00000612 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	2.0
Synthetic accessibility :	2.8

Safety of [ 7139-02-8 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H332-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 7139-02-8 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 7139-02-8 ]
Downstream synthetic route of [ 7139-02-8 ]

[ 7139-02-8 ] Synthesis Path-Upstream 1~8

1
[ 7139-02-8 ]
[ 111-42-2 ]
[ 58-32-2 ]

Yield	Reaction Conditions	Operation in experiment
95%	Stage #1: at 0 - 155℃; for 9.5 h; Stage #2: With benzenesulfonic acid In water; toluene at 0 - 95℃; for 2 h; Stage #3: With ammonia; pyrographite In ethanol for 0.333333 h;	The preparation method described in Example 1 of the present invention was prepared by the following steps:A) The diethanolamine and 2,6-dichloro-4,8-dipiperidinopyrimidino (5,4-D) pyrimidine were charged to the reactor in a weight ratio of 1: (1 to 3) Gradually heated to 155 ° C, the reaction 3h, the mixture;B) to cool to 95 ° C, continue stirring for 1 h; continue to cool to 82 ° C, add the above three times the amount of toluene, stirring 30min; continue to cool to 75 ° C, add the above mixture 12 times the amount of ethanol, stirring 30min; And then cooled to 0 ° C, stirred for 3 h, filtered, the filter cake was washed twice with purified water, and the mixture was cooled to 26 ° C and stirred for 30 hours. Decompression drying to the weight, the crude;C) The crude product was dissolved in 95percent acetic acid solution and stirred for 0.5 h at room temperature. The residue was washed twice with purified water, and the mixture was combined with the filtrate to obtain a mixed solution. The mixture was stirred at room temperature with stirring Sodium 6g, stirring 1h after the filter out of the crystal, at 38 to dry, get a salt;D) The above-mentioned primary salt was dissolved in hot water of 95 ° C in a primary salt of primary salt, and benzenesulfonic acid was added in a weight ratio of benzenesulfonic acid to 1: 0.8, and the temperature was gradually lowered to 0 ° C , Stirring 2h, by filtration, drying was secondary salt;E) The secondary salt was dissolved in 65percent ethanol solution of the secondary salt 4 times, the ammonia was adjusted to adjust the pH to 8, add a small amount of activated carbon, stir for 20min, filter, filter cake at room temperature with 65percent ethanol solution Washing, washing liquid into the crystallization pot, add distilled water to the liquid turbidity, stirring 30min, cooling crystallization, centrifugation, washing, drying, that was dipridamole refined products.Yield (w / w) = 95percent; HPLC purity = 99.3percent.
70%	Stage #1: at 180℃; for 3 h; Stage #2: With sodium hydroxide In water; acetone at 25℃; for 4 h;	2,6-dichloro-4,8-bis (piperidin-1-yl) pyrimido [5,4-d] pyrimidine (17 Og, 46.4 mmol)Diethanolamine (19.5 g, 185.6 mmol) was placed in a 500 ml three-necked flask and heated to 180 ° C for 3 h,And then cooled to room temperature (25 ° C), add acetone 150ml, pure water 25ml, NaOH (3.7g, 92.8mmol), stirring 4h, dilute hydrochloric acid to PH - 4, dichloromethane extraction reaction,Add the activated carbon stirring decolorization, filter out the activated carbon after the pressure drying solvent, drying, PE: ΕΑ = 1: 1 column chromatography, the dipyridamole solid, in the recrystallization (good solvent chloroform, poor solvent methanol) Topical dipyridamole 18.2 g, the yield was 78.0percent

Reference： [1] Patent: CN106380471, 2017, A, . Location in patent: Paragraph 0027; 0028; 0029; 0030; 0031; 0032; 0033-0056
[2] Patent: CN106946887, 2017, A, . Location in patent: Paragraph 0038; 0039; 0040
[3] Medicinal Chemistry Research, 1996, vol. 6, # 1, p. 61 - 67
[4] Patent: WO2007/80463, 2007, A1, . Location in patent: Page/Page column 3-6
[5] Patent: WO2007/80463, 2007, A1, . Location in patent: Page/Page column 3; 5
[6] Patent: WO2007/80463, 2007, A1, . Location in patent: Page/Page column 3; 5
[7] Patent: WO2011/151640, 2011, A1, . Location in patent: Page/Page column 18; 19
[8] Patent: CN108069972, 2018, A, . Location in patent: Paragraph 0005; 0017

2
[ 110-89-4 ]
[ 32980-71-5 ]
[ 7139-02-8 ]

Yield	Reaction Conditions	Operation in experiment
95%	With copper(l) iodide; caesium carbonate In nitrobenzene at 180℃; for 16 h; Inert atmosphere	the entire chlorine pyrimido [5, 4 - d] pyrimidine (13.1 g, 48.9 mmol), piperidine, CuI (0.28 g, 1.5 mmol), Cs₂ CO₃ (16.0 g, 48.9 mmol) is put into the 250 in two mouth flask, add 100 ml nitrobenzene as the reaction solvent, under the protection of nitrogen, 180 °C lower reaction 16 h, oil pump by reducing pressure after the reaction of the nitrobenzene solvent, PE:DCM=6:1 to column chromatography, obtaining the solid 17.0 g, yield of 95.0percent, the selectivity 99percent

Reference： [1] Patent: CN106946887, 2017, A, . Location in patent: Paragraph 0035; 0036; 0037
[2] Journal of Medicinal Chemistry, 2004, vol. 47, # 20, p. 4905 - 4922
[3] Medicinal Chemistry Research, 1996, vol. 6, # 1, p. 61 - 67
[4] Journal of Medicinal Chemistry, 2007, vol. 50, # 16, p. 3906 - 3920
[5] Patent: CN108069972, 2018, A, . Location in patent: Paragraph 0005; 0017

3
[ 6713-54-8 ]
[ 7139-02-8 ]

Reference： [1] Patent: CN106946887, 2017, A,
[2] Patent: CN108069972, 2018, A,

4
[ 626-48-2 ]
[ 7139-02-8 ]

Reference： [1] Patent: CN106946887, 2017, A,
[2] Patent: CN108069972, 2018, A,

5
[ 17687-24-0 ]
[ 7139-02-8 ]

Reference： [1] Patent: CN106946887, 2017, A,
[2] Patent: CN108069972, 2018, A,

6
[ 7164-43-4 ]
[ 7139-02-8 ]

Reference： [1] Patent: CN106946887, 2017, A,
[2] Patent: CN108069972, 2018, A,

7
[ 65-86-1 ]
[ 7139-02-8 ]

Reference： [1] Patent: CN106946887, 2017, A,

8
[ 154-85-8 ]
[ 7139-02-8 ]

Reference： [1] Patent: CN108069972, 2018, A,

[ 7139-02-8 ] Synthesis Path-Downstream 1~43

1
[ 110-89-4 ]
[ 32980-71-5 ]
[ 7139-02-8 ]

Yield	Reaction Conditions	Operation in experiment
95%	With copper(l) iodide; caesium carbonate; In nitrobenzene; at 180℃; for 16h;Inert atmosphere;	the entire chlorine pyrimido [5, 4 - d] pyrimidine (13.1 g, 48.9 mmol), piperidine, CuI (0.28 g, 1.5 mmol), Cs2 CO3 (16.0 g, 48.9 mmol) is put into the 250 in two mouth flask, add 100 ml nitrobenzene as the reaction solvent, under the protection of nitrogen, 180 °C lower reaction 16 h, oil pump by reducing pressure after the reaction of the nitrobenzene solvent, PE:DCM=6:1 to column chromatography, obtaining the solid 17.0 g, yield of 95.0percent, the selectivity 99percent
	In tetrachloromethane; acetone; at 30℃; for 1h;	Weigh 36g (0.6mol) of urea, 26g (0.2mol) of ethyl acetoacetate, then added 200ml of ethanol-hydrochloric acid solution (30percent hydrochloric acid: 95percent ethanol = 1:4), After stirring, it was dried and dehydrated and then heated to 95°C by adding sodium hydroxide solution. Then cool down to 75 °C, added hydrochloric acid to adjust RhoEta = 1, cooling filtration, and the filtered 6-methyluracil was washed with water; Nitric acid was added to the reaction kettle, cooled to below 10 DEG C, stirred, 6-methyluracil was added, the temperature was raised to 30°C and maintained for 1 hour to filter the nitro whey; The Sodium dithionite was added into the water, stirred and dissolved, and the nitro whey liquid was added. The temperature was controlled at 35° C, and the temperature was kept for 30 minutes. After the addition of hydrochloric acid it was allowed to stand 3 h, stirred for 2 h, then subjected to filtration and drying, and amino whey was obtained; Reweigh the urea 36g and the amino whey solution into the reactor, stirred, and heated to 100°C and maintained for 20 minutes. the reaction Cool down to 90°C and added 2mol/L sodium hydroxide solution, raised the temperature to 100°C, and maintained to dissolve for 1h. the reaction was cool down to 40°C, filtrated to obtain tetrahydroxypyrimidino-[4,5d]pyrimidine sodium salt, added water, incubated at 60°C for 30 min, hydrochloric acid was added to adjust pH=4, then cooled to 15°C, filtration, washed and dried 2, 4,6,8-tetrahydroxypyrimidino-[4,5d]pyrimidine; The reactor was charged with 2,4,6,8-Tetrahydroxy-Pyrimido-(5,4D)Pyrimidine, phosphorus oxychloride, and phosphorus trichloride, stirred, and the same chlorine gas at 10 °C, heated to 110 °C reflux 24h, cooled to 15 °C, filtered, washed with water, dried to obtain 2,4, 6,8-tetrachloropyrimidine-[4,5d]pyrimidine; Acetone and tetrachloride were successively added and incubated at 20° C for 30 min. Piperidine-acetone mixed solution was added dropwise. The mixture was incubated at 30° C for 1 h, stirred with water for 1 h, filtered and dried to give 2,6-dichloro-4,8,- dipiperidine-pyrimidine; Diethanolamine 63g and 2,6-dichloro-4,8,- dipiperidine-pyrimidine were weighed and mixed, heated to 200°C for 15min, cooled to below 25°C and stirred with acetone for 30min, then incubated at 30°C for 4h, filtered and dried to obtain dipyridamole crude. The refined dipyridamole finished product 13.53, purity 98.5percent and with a yield of 13.21percent (calculated on the basis of ethyl acetoacetate).

Reference： [1]Patent: CN106946887,2017,A .Location in patent: Paragraph 0035; 0036; 0037
[2]Journal of Medicinal Chemistry,2004,vol. 47,p. 4905 - 4922
[3]Medicinal Chemistry Research,1996,vol. 6,p. 61 - 67
[4]Journal of Medicinal Chemistry,2007,vol. 50,p. 3906 - 3920
[5]Patent: CN108069972,2018,A .Location in patent: Paragraph 0005; 0017

2
[ 109-83-1 ]
[ 7139-02-8 ]
[ 13144-60-0 ]

Reference： [1]Medicinal Chemistry Research,1996,vol. 6,p. 61 - 67

3
[ 124-22-1 ]
[ 7139-02-8 ]
(6-chloro-4,8-di-piperidin-1-yl-pyrimido[5,4-d]pyrimidin-2-yl)-dodecyl-amine [ No CAS ]

Reference： [1]Medicinal Chemistry Research,1996,vol. 6,p. 61 - 67

4
[ 111-86-4 ]
[ 7139-02-8 ]
(6-chloro-4,8-di-piperidin-1-yl-pyrimido[5,4-d]pyrimidin-2-yl)-octyl-amine [ No CAS ]

Reference： [1]Medicinal Chemistry Research,1996,vol. 6,p. 61 - 67

5
[ 111-26-2 ]
[ 7139-02-8 ]
(6-chloro-4,8-di-piperidin-1-yl-pyrimido[5,4-d]pyrimidin-2-yl)-hexyl-amine [ No CAS ]

Reference： [1]Medicinal Chemistry Research,1996,vol. 6,p. 61 - 67

6
[ 7139-02-8 ]
[ 141-43-5 ]
[ 57370-13-5 ]

Reference： [1]Medicinal Chemistry Research,1996,vol. 6,p. 61 - 67
[2]Journal of Medicinal Chemistry,2007,vol. 50,p. 3906 - 3920

7
[ 7139-02-8 ]
[ 111-42-2 ]
[ 58-32-2 ]

Yield	Reaction Conditions	Operation in experiment
95%		The preparation method described in Example 1 of the present invention was prepared by the following steps:A) The diethanolamine and 2,6-dichloro-4,8-dipiperidinopyrimidino (5,4-D) pyrimidine were charged to the reactor in a weight ratio of 1: (1 to 3) Gradually heated to 155 ° C, the reaction 3h, the mixture;B) to cool to 95 ° C, continue stirring for 1 h; continue to cool to 82 ° C, add the above three times the amount of toluene, stirring 30min; continue to cool to 75 ° C, add the above mixture 12 times the amount of ethanol, stirring 30min; And then cooled to 0 ° C, stirred for 3 h, filtered, the filter cake was washed twice with purified water, and the mixture was cooled to 26 ° C and stirred for 30 hours. Decompression drying to the weight, the crude;C) The crude product was dissolved in 95percent acetic acid solution and stirred for 0.5 h at room temperature. The residue was washed twice with purified water, and the mixture was combined with the filtrate to obtain a mixed solution. The mixture was stirred at room temperature with stirring Sodium 6g, stirring 1h after the filter out of the crystal, at 38 to dry, get a salt;D) The above-mentioned primary salt was dissolved in hot water of 95 ° C in a primary salt of primary salt, and benzenesulfonic acid was added in a weight ratio of benzenesulfonic acid to 1: 0.8, and the temperature was gradually lowered to 0 ° C , Stirring 2h, by filtration, drying was secondary salt;E) The secondary salt was dissolved in 65percent ethanol solution of the secondary salt 4 times, the ammonia was adjusted to adjust the pH to 8, add a small amount of activated carbon, stir for 20min, filter, filter cake at room temperature with 65percent ethanol solution Washing, washing liquid into the crystallization pot, add distilled water to the liquid turbidity, stirring 30min, cooling crystallization, centrifugation, washing, drying, that was dipridamole refined products.Yield (w / w) = 95percent; HPLC purity = 99.3percent.
70%		2,6-dichloro-4,8-bis (piperidin-1-yl) pyrimido [5,4-d] pyrimidine (17 Og, 46.4 mmol)Diethanolamine (19.5 g, 185.6 mmol) was placed in a 500 ml three-necked flask and heated to 180 ° C for 3 h,And then cooled to room temperature (25 ° C), add acetone 150ml, pure water 25ml, NaOH (3.7g, 92.8mmol), stirring 4h, dilute hydrochloric acid to PH - 4, dichloromethane extraction reaction,Add the activated carbon stirring decolorization, filter out the activated carbon after the pressure drying solvent, drying, PE: EpsilonAlpha = 1: 1 column chromatography, the dipyridamole solid, in the recrystallization (good solvent chloroform, poor solvent methanol) Topical dipyridamole 18.2 g, the yield was 78.0percent
	In 1-methyl-pyrrolidin-2-one; at 25 - 200℃; for 1.5 - 2.5h;Product distribution / selectivity;	Example 1; Preparation of Dipyridamole (Crude); 250 mL of l-Methyl-2-pyrrolidinone (NMP), 50g of 2,6-Dichloro-4,8 dipiperidinopyrimido(5,4-d)pyrimidine (DDH) and 136g of Diethanolamine (DEA) were charged into a 2.0 L four-necked RBF at 25-35 0C. The reaction mass was heated to 190 - 2000C and maintained for 1.5 to 2.5 hrs under stirring. The reaction mass was cooled to 25-350C and 450 mL of purified water was charged slowly into it and stirred for lhr. The solid reaction mass was filtered and washed with 500ml-purified water and dried the solid under vacuum at 50-550C for 8 to 10 hrs to get 55-60 g of crude Dipyridamole of 90-94percent HPLC purity.; Example 4 (Azeotrophic removal of water in MIBK purification); Preparation of Dipyridamole (Crude*); l-Methyl-2-pyrrolidinone (150 mL), 50g of 2,6-Dichloro-4,8-dipiperidinopyrimido(5,4-d)pyrimidine (DDH) and 136g Diethanolamine (DEA) was charged into a 2.0 L four-necked RBF at 25-35 0C. The reaction mass was stirred heated to 190 - 2000C <n="7"/>and stirring was continued for 1.5 to 2.5 hrs. The reaction mass was cooled to 25-350C and 450 mL of purified water was charged slowly into it and stirred for lhr. The solid reaction mass was filtered and washed with 500ml-purified water to obtain 110-13Og of wet crude Dipyridamole.

	In sulfolane; at 25 - 200℃; for 2 - 3h;Product distribution / selectivity;	Example 2; Sulpholane (15 mL), 5.0g of 2,6-Dichloro-4,8-dipiperidinopyrimido(5,4-d) pyrimidine (DDH) and 8.6g Diethanolamine (DEA) were charged into 100 mL four- necked RBF at 25-35°C. It was heated to 190-2000C and stirred for 2-3 hrs. The reaction mass was cooled to 25-35°C and 45 mL of water was added into it. The reaction mass was stirred. The solid was filtered and washed with water. The solid was purified with MIBK,IPA-Water as given in example 1.
	In polyethylene glycol-400; at 25 - 200℃; for 2 - 3h;Product distribution / selectivity;	Example 3; Polyethylene glycol-400 (15 mL), 5g of 2,6-Dichloro-4,8-dipiperidinopyrimido (5,4-d) pyrimidine (DDH) and 8.6 gm Diethanolamine (DEA) were charged into 10OmL four necked RBF at 25-35°C. The reaction mass was heated to 190-2000C and maintained for 2-3 hrs. The mixture was cooled to 25-350C. Water (45 mL) was added to the reaction mixture and stirred. The solid was filtered and washed with water. The solid was purified with MIBK,IPA- Water as given in example 1.
	at 25 - 115℃;	Diethanolamine (10 vol) and 2,6-dichloro-4,8-dipiperidino-pyrimido(5,4-d)pyrimidine (1 eq) were mixed at 25-30°C, stirred for 10 minutes and then heated at 113-115°C for 45-48 hours. After completion of the reaction, the mixture was cooled to 75-80°C. Ethanol (5 vol) was added at 75-80°C and the mixture was stirred at 75-80°C for 10 minutes. Toluene (10 vol) was added at 70-75°C and the mixture was stirred at 70-75°C for 15 minutes. Purified water (15 vol) was added at 70-75°C and the mixture was stirred at 60-65°C for 30 minutes. The mixture was then cooled and stirred at 25-30°C for 30 minutes. The precipitated solid was filtered and washed with purified water (2 x 5 vol) before drying at 75-80°C under reduced pressure afforded crude dipyridamole as a yellow crystalline solid. Yield (w/w) = 80-85percentYield (molar) = 58-62percentHPLC purity > 98percent
	at 200℃; for 0.25h;	Weigh 36g (0.6mol) of urea, 26g (0.2mol) of ethyl acetoacetate, then added 200ml of ethanol-hydrochloric acid solution (30percent hydrochloric acid: 95percent ethanol = 1:4), After stirring, it was dried and dehydrated and then heated to 95°C by adding sodium hydroxide solution. Then cool down to 75 °C, added hydrochloric acid to adjust RhoEta = 1, cooling filtration, and the filtered 6-methyluracil was washed with water; Nitric acid was added to the reaction kettle, cooled to below 10 DEG C, stirred, 6-methyluracil was added, the temperature was raised to 30°C and maintained for 1 hour to filter the nitro whey; The Sodium dithionite was added into the water, stirred and dissolved, and the nitro whey liquid was added. The temperature was controlled at 35° C, and the temperature was kept for 30 minutes. After the addition of hydrochloric acid it was allowed to stand 3 h, stirred for 2 h, then subjected to filtration and drying, and amino whey was obtained; Reweigh the urea 36g and the amino whey solution into the reactor, stirred, and heated to 100°C and maintained for 20 minutes. the reaction Cool down to 90°C and added 2mol/L sodium hydroxide solution, raised the temperature to 100°C, and maintained to dissolve for 1h. the reaction was cool down to 40°C, filtrated to obtain tetrahydroxypyrimidino-[4,5d]pyrimidine sodium salt, added water, incubated at 60°C for 30 min, hydrochloric acid was added to adjust pH=4, then cooled to 15°C, filtration, washed and dried 2, 4,6,8-tetrahydroxypyrimidino-[4,5d]pyrimidine; The reactor was charged with 2,4,6,8-Tetrahydroxy-Pyrimido-(5,4D)Pyrimidine, phosphorus oxychloride, and phosphorus trichloride, stirred, and the same chlorine gas at 10 °C, heated to 110 °C reflux 24h, cooled to 15 °C, filtered, washed with water, dried to obtain 2,4, 6,8-tetrachloropyrimidine-[4,5d]pyrimidine; Acetone and tetrachloride were successively added and incubated at 20° C for 30 min. Piperidine-acetone mixed solution was added dropwise. The mixture was incubated at 30° C for 1 h, stirred with water for 1 h, filtered and dried to give 2,6-dichloro-4,8,- dipiperidine-pyrimidine; Diethanolamine 63g and 2,6-dichloro-4,8,- dipiperidine-pyrimidine were weighed and mixed, heated to 200°C for 15min, cooled to below 25°C and stirred with acetone for 30min, then incubated at 30°C for 4h, filtered and dried to obtain dipyridamole crude. The refined dipyridamole finished product 13.53, purity 98.5percent and with a yield of 13.21percent (calculated on the basis of ethyl acetoacetate).

Reference： [1]Patent: CN106380471,2017,A .Location in patent: Paragraph 0027; 0028; 0029; 0030; 0031; 0032; 0033-0056
[2]Patent: CN106946887,2017,A .Location in patent: Paragraph 0038; 0039; 0040
[3]Medicinal Chemistry Research,1996,vol. 6,p. 61 - 67
[4]Patent: WO2007/80463,2007,A1 .Location in patent: Page/Page column 3-6
[5]Patent: WO2007/80463,2007,A1 .Location in patent: Page/Page column 3; 5
[6]Patent: WO2007/80463,2007,A1 .Location in patent: Page/Page column 3; 5
[7]Patent: WO2011/151640,2011,A1 .Location in patent: Page/Page column 18; 19
[8]Patent: CN108069972,2018,A .Location in patent: Paragraph 0005; 0017

9
[ 67-56-1 ]
[ 7139-02-8 ]
2,6-dimethoxy-4,8-di-piperidin-1-yl-pyrimido[5,4-d]pyrimidine [ No CAS ]