CAS No.83480-29-9,Voglibose Suppliers

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Basic Information

Molecular Structure:
CAS No.:	83480-29-9
Name:	Voglibose
Article Data:	20

Formula:	C₁₀H₂₁NO₇
Molecular Weight:	267.279
Synonyms:	Vioglibose;n-(1,3-dihydroxy-2-propyl)valiolamine;5-(1,3-dihydroxypropan-2-ylamino)-1-(hydroxymethyl)cyclohexane-1,2,3,4-tetrol;AO 128;Voglibose (JAN/USAN);Basen (TN);A 71100;3,4-Dideoxy-4-[[2-hydroxy-1-(hydroxymethyl)ethyl]amino]-2-C-(hydroxymethyl)-D-epi-inositol;Basen;(1S,2S,3R,4S,5S)-5-(1,3-dihydroxypropan-2-ylamino)-1-(hydroxymethyl)cyclohexane-1,2,3,4-tetrol;Voglibosa [INN-Spanish];Voglibosum [INN-Latin];3,4-Dideoxy-4-((2-hydroxy-1-(hydroxymethyl)ethyl)amino)-2-C-(hydroxymethyl)-D-epi-inositol;D-epi-Inositol,3,4-dideoxy-4-[[2-hydroxy-1- (hydroxymethyl)ethyl]amino]-2-C-(hydroxymethyl)-;
EINECS:	1312995-182-4
Density:	1.58 g/cm³
Melting Point:	162-163 °C
Boiling Point:	601.9 °C at 760 mmHg
Flash Point:	274.1 °C
Appearance:	Colourless crystalline solid
Hazard Symbols:	Xi
Risk Codes:	20/21/22-36/37/38
Safety:	36/37-37/39-26
PSA:	153.64000
LogP:	-4.10150

Synthetic route

: 115250-39-0
(1S)-(1(OH),2,4,5/1,3)-2,3,4-tri-O-benzyl-5-<<2-hydroxy-1-(hydroxymethyl)ethyl>amino>-1-C-<(benzyloxy)methyl>-1,2,3,4-cyclohexanetetrol

: 83480-29-9
voglibose

Conditions

Conditions	Yield
With formic acid; palladium In methanol Ambient temperature;	94%
With boron trifluoride diethyl etherate; diisopropylamine In tetrahydrofuran at 15 - 30℃; Reagent/catalyst; Solvent;	82.86%
With hydrogenchloride; hydrogen; palladium 10% on activated carbon In tetrahydrofuran; methanol; water at 20℃; under 2206.72 - 2574.5 Torr; for 3h;

: 96-26-4
dihydroxyacetone

: 83465-22-9
(1S,2S,3R,4S,5S)-1-amino-5-hydroxymethyl-2,3,4,5-tetrahydroxycyclohexane

: 83480-29-9
voglibose

Conditions

Conditions	Yield
With hydrogenchloride; sodium cyanoborohydride In N,N-dimethyl-formamide at 60℃; for 24h;	85%
With hydrogenchloride; water; sodium cyanoborohydride In water; N,N-dimethyl-formamide at 70℃; for 16h;	82%
With hydrogenchloride; sodium cyanoborohydride In N,N-dimethyl-formamide at 50 - 60℃; for 15h;	73%
Stage #1: dihydroxyacetone; (1S,2S,3R,4S,5S)-1-amino-5-hydroxymethyl-2,3,4,5-tetrahydroxycyclohexane With hydrogenchloride In water; N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: With sodium cyanoborohydride In water; N,N-dimethyl-formamide at 20℃; for 16h;	3 g

: C42H41NO13

: 83480-29-9
voglibose

Conditions

Conditions	Yield
In water for 24h; Reflux;	85%

: C10H19NO7

: 83480-29-9
voglibose

Conditions

Conditions	Yield
With sodium tetrahydroborate In methanol; N,N-dimethyl-formamide at 0 - 50℃; for 24h; Reagent/catalyst; Temperature;	80%

: 3,4-dideoxy-4-[[2-hydroxy-1-(hydroxymethyl)ethyl]amino]-2-C-(hydroxymethyl)-1,5,6-tris-O-(phenylmethyl)-D-epi-inositol

: 83480-29-9
voglibose

Conditions

Conditions	Yield
With formic acid; water; palladium In methanol at 20 - 60℃; for 6h;	65%

: 115250-38-9
(1S)-(1(OH),2,4/1,3)-2,3,4-Tri-O-benzyl-1-C-<(benzyloxy)methyl>-5-oxo-1,2,3,4-cyclohexanetetrol

: 83480-29-9
voglibose

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 75 percent / NaBH3CN / methanol / 16 h / Ambient temperature 2: 94 percent / 90 percent formic acid, Pd-black / methanol / Ambient temperature View Scheme

: 849419-34-7
voglibose hydrochloride

: 83480-29-9
voglibose

Conditions

Conditions	Yield
With triethylamine In methanol for 1h; pH=~ 8.8 - ~ 9.0;

: 115250-39-0
(1S)-(1(OH),2,4,5/1,3)-2,3,4-tri-O-benzyl-5-<<2-hydroxy-1-(hydroxymethyl)ethyl>amino>-1-C-<(benzyloxy)methyl>-1,2,3,4-cyclohexanetetrol

A: 4-benzyl-voglibose

B: 83480-29-9
voglibose

Conditions

Conditions	Yield
With formic acid; palladium on activated charcoal In methanol; water Inert atmosphere;	A 0.7 g B 16 g

: 38231-86-6
valienamine

: 83480-29-9
voglibose

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide; acetonitrile / 5 h / 0 - 20 °C 1.2: 48 h / 40 °C 1.3: 6 h / 0 - 20 °C 2.1: sodium tetrahydroborate / N,N-dimethyl-formamide; methanol / 24 h / 0 - 50 °C 3.1: hydrogenchloride; sodium cyanoborohydride / N,N-dimethyl-formamide / 24 h / 60 °C View Scheme

: 82920-27-2
N-<2-hydroxy-1-(hydroxymethyl)ethyl>valienamine

: 83480-29-9
voglibose

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide; acetonitrile / 3 h / 0 - 20 °C 1.2: 24 h / 40 °C 1.3: 3.5 h / 0 - 20 °C 2.1: sodium tetrahydroborate / N,N-dimethyl-formamide; methanol / 24 h / 0 - 50 °C View Scheme

Raw Materials

115250-39-0

83465-22-9

115250-38-9

96-26-4

Total:223 Page 1 of 6 1 2 3 4 5 6 Next>>

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Chemistry

The Molecular Structure of Voglibose (CAS NO.83480-29-9):

Empirical Formula: C₁₀H₂₁NO₇
Molecular Weight: 267.2762
IUPAC Name: (1S,2S,3R,4S,5S)-5-(1,3-dihydroxypropan-2-ylamino)-1-(hydroxymethyl)cyclohexane-1,2,3,4-tetrol
Appearance: Colourless Crystalline Solid
Nominal Mass: 267 Da
Average Mass: 267.2762 Da
Monoisotopic Mass: 267.131802 Da
Index of Refraction: 1.635
Molar Refractivity: 60.59 cm³
Molar Volume: 169.1 cm³
Surface Tension: 99.7 dyne/cm
Density: 1.58 g/cm³
Flash Point: 274.1 °C
Enthalpy of Vaporization: 102.74 kJ/mol
Boiling Point: 601.9 °C at 760 mmHg
Vapour Pressure: 5.37E-17 mmHg at 25°C
InChI
InChI=1/C10H21NO7/c12-2-5(3-13)11-6-1-10(18,4-14)9(17)8(16)7(6)15/h5-9,11-18H,1-4H2
Smiles
C1[C@@](O)(CO)[C@@H]([C@@H]([C@@H](O)[C@@H]1NC(CO)CO)O)O
Product Categories: Miscellaneous;VOGLIBOSE;All Inhibitors;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals

Uses

Voglibose (CAS NO.83480-29-9) can be used in the treatment of diabetes.

Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
dog	LD50	oral	> 2gm/kg (2000mg/kg)	Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 25, Pg. 815, 1994.
mouse	LD50	intravenous	7820mg/kg (7820mg/kg)	Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 25, Pg. 815, 1994.
mouse	LD50	oral	14700mg/kg (14700mg/kg)	Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 25, Pg. 815, 1994.
rat	LD50	intravenous	6300mg/kg (6300mg/kg)	Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 25, Pg. 815, 1994.
rat	LD50	oral	20gm/kg (20000mg/kg)	Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 25, Pg. 815, 1994.

Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 20/21/22-36/37/38
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 36/37-37/39-26
S36/37: Wear suitable protective clothing and gloves
S37/39: Wear suitable gloves and eye/face protection
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
RTECS: NM7524600

Specification

Voglibose (CAS NO.83480-29-9) is also called as Voglibose [USAN:INN] ; 3,4-Dideoxy-4-((2-hydroxy-1-(hydroxymethyl)ethyl)amino)-2-C-(hydroxymethyl)-D-epi-inositol ; Voglibosa ; Voglibosa [INN-Spanish] ; Voglibose ; Voglibosum ; Voglibosum [INN-Latin] ; 3,4-Dideoxy-4-((2-hydroxy-1-(hydroxymethyl)ethyl)amino)-2-C-(hydroxymethyl)-D-epi-inositol .There are three molecules which belong to this class namely, Acarbose, Miglitol and Voglibose (CAS NO.83480-29-9). Voglibose (CAS NO.83480-29-9) is the latest molecule in this class. Voglibose (CAS NO.83480-29-9) scores over both Acarbose and MIglitol in terms of side effect profile. But Acarbose has an edge over Voglibose (CAS NO.83480-29-9) in terms of efficacy(FBG , PPBG , HBA1C).