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19130-96-2

Basic Information
CAS No.: 19130-96-2
Name: 1-Deoxynojirimycin
Article Data: 102
Molecular Structure:
Molecular Structure of 19130-96-2 (1-Deoxynojirimycin)
Formula: C6H13NO4
Molecular Weight: 163.174
Synonyms: UNII-FZ56898FLE;1,5-Deoxy-1,5-imino-D-mannitol;
EINECS: 606-239-2
Density: 1.456 g/cm3
Melting Point: 195-196 °C
Boiling Point: 361.1 °C at 760 mmHg
Flash Point: 197.3 °C
Solubility: soluble in water
Appearance: white crystalline solid
Hazard Symbols: Xi
Risk Codes: R36/37/38
Safety: 24/25
PSA: 92.95000
LogP: -2.63800
Synthetic route
69567-11-9, 76738-52-8, 126836-30-4

2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol

19130-96-2

1,5-dideoxy-1,5-imino-D-glucitol

Conditions
ConditionsYield
With hydrogenchloride; 20% palladium hydroxide-activated charcoal; hydrogen In methanol; water for 14h;100%
With hydrogenchloride; palladium 10% on activated carbon; hydrogen In ethanol; water at 20℃; under 3000.3 Torr; for 20h; pH=Ca. 2;93%
Stage #1: 2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol With hydrogenchloride In ethanol for 0.25h; pH=Ca. 2; Inert atmosphere;
Stage #2: With palladium 10% on activated carbon; hydrogen In ethanol under 3000.3 Torr; for 20h; Inert atmosphere;
93%
157363-86-5

N-benzyl-3,4-di-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol

19130-96-2

1,5-dideoxy-1,5-imino-D-glucitol

Conditions
ConditionsYield
With hydrogen; palladium In acetic acid for 15h;100%
With hydrogen; acetic acid; palladium for 18h;100%
With palladium 10% on activated carbon; hydrogen In acetic acid at 20℃; for 19h;98%
1190302-84-1

(2R,4aR,7S,8R,8aR)-tert-butyl 8-hydroxy-7-(methoxymethyl)-2-phenyltetrahydro-4H-[1,3]dioxino[5,4-b]pyridine-5(4aH)-carboxylate

19130-96-2

1,5-dideoxy-1,5-imino-D-glucitol

Conditions
ConditionsYield
With hydrogenchloride In ethanol for 18h; Reflux; Inert atmosphere;100%
132198-14-2

N-Benzhydryl-1-deoxynojirimycin

19130-96-2

1,5-dideoxy-1,5-imino-D-glucitol

Conditions
ConditionsYield
With hydrogen; palladium dihydroxide In methanol under 3102.9 Torr; for 24h;99%
With hydrogen; palladium dihydroxide90%
With hydrogen; palladium on activated charcoal In methanol50%

4-benzyloxy-2-hydroxymethylpiperidine-3,5-diol

19130-96-2

1,5-dideoxy-1,5-imino-D-glucitol

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran; water at 20℃; under 760.051 Torr; for 48h;98%
With hydrogen; palladium dihydroxide In methanol for 24h;
15218-38-9

nojirimycin

19130-96-2

1,5-dideoxy-1,5-imino-D-glucitol

Conditions
ConditionsYield
With hydrogen; platinum(IV) oxide In ethanol; water under 750.06 Torr; for 18h; Ambient temperature;97%

(2R,3R,4R,5S)-3-benzoyloxy-1-benzyloxycarbonyl-4,5-diacetoxy-2-(hydroxymethyl)piperidine

19130-96-2

1,5-dideoxy-1,5-imino-D-glucitol

Conditions
ConditionsYield
With hydrogenchloride In methanol for 12h; Heating;94%
1017587-22-2

(2R,3R,4R,5S)-(3,4-dibenzyloxy-N-tert-butoxycarbonyl-5-hydroxy-2-piperidinyl)methanol

19130-96-2

1,5-dideoxy-1,5-imino-D-glucitol

Conditions
ConditionsYield
With hydrogenchloride; hydrogen; palladium on activated charcoal In ethanol at 20℃; for 48h;92%

1,3,6-Tri-O-benzyl-5-(benzyloxycarbonylamino)-5-deoxy-α,β-D-gluco-furanose

19130-96-2

1,5-dideoxy-1,5-imino-D-glucitol

Conditions
ConditionsYield
With hydrogen; palladium dihydroxide In acetic acid; tert-butyl alcohol under 3750.3 Torr; for 48h; Ambient temperature;91%
149302-60-3

N-bentyl-2,3,4,6-tetra-O-benzyl-1-deoxynojirimycin

19130-96-2

1,5-dideoxy-1,5-imino-D-glucitol

Conditions
ConditionsYield
With 10 wt% Pd(OH)2 on carbon; hydrogen In ethanol; chloroform at 20℃; for 20h;91%
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Chemistry

Molecular structure of 1-Deoxynojirimycin (CAS NO.19130-96-2) is:

Product Name: 1-Deoxynojirimycin
CAS Registry Number: 19130-96-2
IUPAC Name: (2R,3R,4R,5S)-2-(hydroxymethyl)piperidine-3,4,5-triol
Molecular Weight: 163.17172 [g/mol]
Molecular Formula: C6H13NO4
XLogP3-AA: -2.3
H-Bond Donor: 5
H-Bond Acceptor: 5 
Flash Point: 163.7 °C
Enthalpy of Vaporization: 64.97 kJ/mol
Boiling Point: 347 °C at 760 mmHg
Vapour Pressure: 9.72E-06 mmHg at 25°C
Melting Point: 195-196 °C
Product Categories: Miscellaneous Natural Products; All Inhibitors; Glycosidase Inhibitors; Inhibitors; Miscellaneous Enzyme

Uses

 1-Deoxynojirimycin (CAS NO.19130-96-2) is an alpha-glucosidase inhibitor with antiviral action.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 oral > 5gm/kg (5000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
International Journal of Toxicology. Vol. 16(Suppl,

Specification

 1-Deoxynojirimycin , its cas register number is 19130-96-2. It also can be called 1,5-Deoxy-1,5-imino-D-mannitol ; 1-Deoxymannojirimycin ; UNII-FZ56898FLE ; 3,4,5-Piperidinetriol, 2-(hydroxymethyl)-, (2R-(2alpha,3beta,4alpha,5beta))- .It is a white crystalline solid.