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N-Butyldeoxynojirimycin

Product Name
N-Butyldeoxynojirimycin
CAS No.
72599-27-0
Chemical Name
N-Butyldeoxynojirimycin
Synonyms
nb-dnj;OGT 918;Zavesca;megasat;SC-48334;Mg gross;miglusta;N-Butylmoranoline;N-BUTYLDEOXYNOJIRIMYCIN;N-BUTYL-1-DEOXYNOJIRIMYCIN
CBNumber
CB0125257
Molecular Formula
C10H21NO4
Formula Weight
219.28
MOL File
72599-27-0.mol
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N-Butyldeoxynojirimycin Property

Melting point:
126-127℃
alpha 
D25 -15.9° (c = 0.77 in water)
Boiling point:
394.7±42.0 °C(Predicted)
Density 
1.234
RTECS 
TN4350150
storage temp. 
2-8°C
solubility 
DMSO 44 mg/mL (200.66 mM) Ethanol 22 mg/mL (100.33 mM) Water 44 mg/mL (200.66 mM)
pka
13.72±0.70(Predicted)
form 
Powder
color 
White
Water Solubility 
Soluble in water at 10mg/ml
InChI
InChI=1S/C10H21NO4/c1-2-3-4-11-5-8(13)10(15)9(14)7(11)6-12/h7-10,12-15H,2-6H2,1H3/t7-,8+,9-,10-/m1/s1
InChIKey
UQRORFVVSGFNRO-UTINFBMNSA-N
SMILES
N1(CCCC)C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO
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Safety

WGK Germany 
3
HS Code 
2933399990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
B8299
Product name
N-Butyldeoxynojirimycin
Purity
film (dried in situ)
Packaging
1mg
Price
$431
Updated
2024/03/01
Sigma-Aldrich
Product number
203996
Product name
N-Butyldeoxynojirimycin, Hydrochloride
Packaging
10mg
Price
$335
Updated
2022/05/15
Alfa Aesar
Product number
J66613
Product name
N-Butyldeoxynojirimycin, 98%
Packaging
5mg
Price
$431.65
Updated
2024/03/01
Alfa Aesar
Product number
J66613
Product name
N-Butyldeoxynojirimycin, 98%
Packaging
1mg
Price
$135
Updated
2023/06/20
Sigma-Aldrich
Product number
B8299
Product name
N-Butyldeoxynojirimycin
Purity
film (dried in situ)
Packaging
5mg
Price
$1600
Updated
2024/03/01
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N-Butyldeoxynojirimycin Chemical Properties,Usage,Production

Description

Miglustat is an N-alkylated iminosugar, launched as an oral treatment for mild to moderate type 1 Gaucher’s disease in adult patients for whom enzyme replacement therapy is not a therapeutic option. It is readily synthesized from D-glucose in three steps by first converting to N-butylglucamine via reductive amination with butylamine, followed by a microbial oxidation to an aminofuranose intermediate and subsequent reductive cyclization. Type 1 Gaucher’s disease is a metabolic disorder caused by the lysosomal accumulation of certain glycosphingolipids (GSLs) as a result of deficiency in their degradation. Enlargement of the liver and spleen, low blood platelet and bone lesions are among the key symptoms of this disease. Miglustat acts by inhibiting glucosylceramide synthase, a glucosyl transferase enzyme in the biosynthesis of most GSLs, which results in the lowering of GSLs to a level that can be effectively cleared. Up to 50% reduction in liver and splenocyte GSL levels are achieved in mice by long-term administration of Miglustat (600– 1800 mg/kg/day for 118 days). Miglustat, dosed at 50 and 100 mg in Gaucher patients, exhibits dose proportionate pharmacokinetics (tmax=2.5 h, t1/2=6 to 7 h) and ＞90% oral bioavailability. Steady-state plasma levels are reached after 4–6 weeks of treatment. Miglustat is not significantly metabolized in humans and the major route of excretion is renal. In clinical trials, efficacy was demonstrated by significant reductions in liver and spleen volumes (12 and 19%, respectively) at 12 months and increase in hemoglobin and platelet count (0.91 g/dL and 13.6×109/l, respectively) at 24 months. Miglustat is generally well tolerated by patients and the most common side effects are diarrhea and weight loss.

Originator

G.D. Searle (Pfizer) (US)

Uses

An alpha-glucosidase Inhibitor

Uses

Treatment of glycolipid storage diseases.

Definition

ChEBI: A hydroxypiperidine that is deoxynojirimycin in which the amino hydrogen is replaced by a butyl group.

Indications

N-butyldeoxynojirimycin is an approved drug for Niemann–Pick disease type C and Gaucher disease type 1, which are lipid storage disorders[1].

brand name

Zavesca(Actelion);Vevesca.

General Description

N-Butyldeoxynojirimycin is an alkylated product of imino sugar deoxynojirimycin.

Biological Activity

Orally active α -glucosidase I and II and ceramide-specific glycosyltransferase inhibitor. Rescues trafficking-deficient F508del-CTFR in human airway epithelial cells via inhibition of ER α -glucosidases I and II. Also has broad spectrum antiviral activity.

Biochem/physiol Actions

N-Butyldeoxynojirimycin is an inhibitor of glucosyltransferase and α-glucosidases. N-Butyldeoxynojirimycin, also known as misglustat, reduces glycolipid levels by substrate reduction therapy (SRT) and is effectively used for the treatment of glycosphingolipid lysosomal storage disorder, Gaucher disease.

References

[1] Hiroyuki Nakamura . “N-butyldeoxynojirimycin (miglustat) ameliorates pulmonary fibrosis through inhibition of nuclear translocation of Smad2/3.” Biomedicine & Pharmacotherapy 160 (2023): Article 114405.

N-Butyldeoxynojirimycin Preparation Products And Raw materials

Raw materials

Preparation Products

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N-Butyldeoxynojirimycin Suppliers

China 109 Germany 1 India 7 Japan 1 Switzerland 1 United Kingdom 3 United States 15 Global 137
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View Lastest Price from N-Butyldeoxynojirimycin manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
N-BUTYLDEOXYNOJIRIMYCIN 72599-27-0
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-15
Hebei Ganmiao New material Technology Co., LTD
Product
N-BUTYLDEOXYNOJIRIMYCIN 72599-27-0
Price
US $13.00-7.00/kg
Min. Order
1kg
Purity
99.9%
Supply Ability
200ton
Release date
2024-06-19
Hebei Mojin Biotechnology Co., Ltd
Product
N-BUTYLDEOXYNOJIRIMYCIN 72599-27-0
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-06-30

72599-27-0, N-Butyldeoxynojirimycin Related Search:

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