4-<2-(3,4-Dihydro-7-methoxy-4,4-dimethyl-1,3-dioxo-2(1H)-isochinolyl)ethyl>benzolsulfonamid
Cyclohexyl isocyanate
gliquidone
Conditions | Yield |
---|---|
Stage #1: 4-<2-(3,4-Dihydro-7-methoxy-4,4-dimethyl-1,3-dioxo-2(1H)-isochinolyl)ethyl>benzolsulfonamid With potassium carbonate at 40℃; for 0.5h; Stage #2: Cyclohexyl isocyanate at 90℃; for 4.5h; Reagent/catalyst; Temperature; | 80% |
gliquidone
Conditions | Yield |
---|---|
With pyridine; p-toluenesulfonyl chloride Heating; | 81% |
gliquidone
4-<2-(3,4-Dihydro-7-methoxy-4,4-dimethyl-1,3-dioxo-2(1H)-isochinolyl)ethyl>benzolsulfonamid
Conditions | Yield |
---|---|
With dmap; phthalic anhydride In pyridine for 5h; Reflux; Inert atmosphere; | 77% |
With pyridine; dmap; phthalic anhydride for 5h; Inert atmosphere; Reflux; | 77% |
With pyridine; dmap; phthalic anhydride for 4h; Inert atmosphere; Reflux; | 75% |
gliquidone
acetic anhydride
Conditions | Yield |
---|---|
With pyridine for 0.25h; | 71% |
phthalic anhydride
gliquidone
A
4-<2-(3,4-Dihydro-7-methoxy-4,4-dimethyl-1,3-dioxo-2(1H)-isochinolyl)ethyl>benzolsulfonamid
B
N-cyclohexylphthalimide
Conditions | Yield |
---|---|
With pyridine; dmap for 4h; Heating; | A 46% B 46% |
gliquidone
A
4-<2-(3,4-Dihydro-7-methoxy-4,4-dimethyl-1,3-dioxo-2(1H)-isochinolyl)ethyl>benzolsulfonamid
B
N-cyclohexylphthalimide
Conditions | Yield |
---|---|
With pyridine; dmap; phthalic anhydride for 4h; Heating; | A 46% B 46% |
succinic acid anhydride
gliquidone
Conditions | Yield |
---|---|
With pyridine; dmap | 32% |
Conditions | Yield |
---|---|
In methanol MeOH soln. of metal salt added to gliquidone soln. with stirring, warmedto ca. 60°C; filtered, washed, dried; elem. anal.; |
Conditions | Yield |
---|---|
In methanol MeOH soln. of metal salt added to gliquidone soln. with stirring, warmedto ca. 60°C; filtered, washed, dried; elem. anal.; |
Conditions | Yield |
---|---|
In methanol MeOH soln. of metal salt added to gliquidone soln. with stirring, warmedto ca. 60°C; filtered, washed, dried; elem. anal.; |
Conditions | Yield |
---|---|
In methanol MeOH soln. of metal salt added to gliquidone soln. with stirring, warmedto ca. 60°C; filtered, washed, dried; elem. anal.; |
Conditions | Yield |
---|---|
In methanol MeOH soln. of metal salt added to gliquidone soln. with stirring, warmedto ca. 60°C; filtered, washed, dried; elem. anal.; |
Conditions | Yield |
---|---|
In methanol MeOH soln. of metal salt added to gliquidone soln. with stirring, warmedto ca. 60°C; filtered, washed, dried; elem. anal.; |
Conditions | Yield |
---|---|
In methanol MeOH soln. of metal salt added to gliquidone soln. with stirring, warmedto ca. 60°C; filtered, washed, dried; elem. anal.; |
Conditions | Yield |
---|---|
In methanol MeOH soln. of metal salt added to gliquidone soln. with stirring, warmedto ca. 60°C; filtered, washed, dried; elem. anal.; |
Conditions | Yield |
---|---|
In methanol Reflux; |
Conditions | Yield |
---|---|
at 20 - 50℃; for 13h; |
Conditions | Yield |
---|---|
at 20 - 50℃; for 13h; |
Conditions | Yield |
---|---|
at 20 - 50℃; for 13h; |
Conditions | Yield |
---|---|
at 20 - 50℃; for 13h; |
Conditions | Yield |
---|---|
at 20 - 50℃; for 13h; |
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 24h; Solvent; Temperature; Sonication; |
The Gliquidone, with the CAS registry number 33342-05-1 and EINECS registry number 251-463-2, has the IUPAC name of 1-cyclohexyl-3-[4-[2-(7-methoxy-4,4-dimethyl-1,3-dioxoisoquinolin-2-yl)ethyl]phenyl]sulfonylurea. It belongs to the product categories of Active Pharmaceutical Ingredients and API. And the molecular formula of the chemical is C27H33N3O6S. What's more, it is an anti-diabetic drug in the sulfonylurea class, and always used in the treatment of diabetes mellitus type 2.
The physical properties of Gliquidone are as followings: (1)ACD/LogP: 3.11; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 1.94; (4)ACD/LogD (pH 7.4): 1.14; (5)ACD/BCF (pH 5.5): 9.23; (6)ACD/BCF (pH 7.4): 1.47; (7)ACD/KOC (pH 5.5): 79.48; (8)ACD/KOC (pH 7.4): 12.62; (9)#H bond acceptors: 9; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 112.68 Å2; (13)Index of Refraction: 1.624; (14)Molar Refractivity: 138.9 cm3; (15)Molar Volume: 393.2 cm3; (16)Polarizability: 55.06×10-24cm3; (17)Surface Tension: 62.7 dyne/cm; (18)Density: 1.34 g/cm3.
Uses of Gliquidone: It can react with acetic acid anhydride to produce N-{4-[2-(3,4-Dihydro-7-methoxy-4,4-dimethyl-1,3-dioxo-2(1H)-isochinolyl)ethyl]benzolsulfonyl}acetamid. This reaction will need reagent pyridine. The reaction time is 15 minutes, and the yield is about 71%.
You can still convert the following datas into molecular structure:
(1)SMILES: O=C(NC1CCCCC1)NS(=O)(=O)c2ccc(cc2)CCN4C(=O)c3c(ccc(OC)c3)C(C4=O)(C)C
(2)InChI: InChI=1/C27H33N3O6S/c1-27(2)23-14-11-20(36-3)17-22(23)24(31)30(25(27)32)16-15-18-9-12-21(13-10-18)37(34,35)29-26(33)28-19-7-5-4-6-8-19/h9-14,17,19H,4-8,15-16H2,1-3H3,(H2,28,29,33)
(3)InChIKey: LLJFMFZYVVLQKT-UHFFFAOYAT
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View