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N-Butyldeoxynojirimycin

CAS No.
72599-27-0
Chemical Name:
N-Butyldeoxynojirimycin
Synonyms
nb-dnj;Zavesca;OGT 918;megasat;SC-48334;Mg gross;miglusta;N-Butylmoranoline;N-BUTYLDEOXYNOJIRIMYCIN;N-BUTYL-1-DEOXYNOJIRIMYCIN
CBNumber:
CB0125257
Molecular Formula:
C10H21NO4
Molecular Weight:
219.28
MDL Number:
MFCD00272581
MOL File:
72599-27-0.mol
MSDS File:
SDS
Last updated:2024-11-15 19:19:13

N-Butyldeoxynojirimycin Properties

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)
form Powder
pka 13.72±0.70(Predicted)
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
FDA UNII ADN3S497AZ

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
WGK Germany  3
HS Code  2933399990

N-Butyldeoxynojirimycin price More Price(30)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B8299 N-Butyldeoxynojirimycin film (dried in situ) 72599-27-0 1mg $431 2024-03-01 Buy
Sigma-Aldrich 203996 N-Butyldeoxynojirimycin, Hydrochloride 72599-27-0 10mg $335 2022-05-15 Buy
Alfa Aesar J66613 N-Butyldeoxynojirimycin, 98% 72599-27-0 5mg $431.65 2024-03-01 Buy
Alfa Aesar J66613 N-Butyldeoxynojirimycin, 98% 72599-27-0 1mg $135 2023-06-20 Buy
Sigma-Aldrich B8299 N-Butyldeoxynojirimycin film (dried in situ) 72599-27-0 5mg $1600 2024-03-01 Buy
Product number Packaging Price Buy
B8299 1mg $431 Buy
203996 10mg $335 Buy
J66613 5mg $431.65 Buy
J66613 1mg $135 Buy
B8299 5mg $1600 Buy

N-Butyldeoxynojirimycin Chemical Properties,Uses,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

Global( 137)Suppliers
Supplier Tel Email Country ProdList Advantage
Chengdu Biopurify Phytochemicals Ltd.
+8618080483897 sales@biopurify.com China 3772 58
Hebei Weibang Biotechnology Co., Ltd
+8615531157085 abby@weibangbio.com China 8813 58
Hebei Mojin Biotechnology Co., Ltd
+86 13288715578 +8613288715578 sales@hbmojin.com China 12840 58
Hebei Ganmiao New material Technology Co., LTD
+86-17332992504 +86-17332992504 sales8@hbganmiao.com China 299 58
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886 info@dakenam.com China 18781 58
Hangzhou FandaChem Co.,Ltd.
+8615858145714 FandaChem@Gmail.com China 9215 55
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3619 58
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29884 58
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19553 58
Chongqing Chemdad Co., Ltd
+86-023-6139-8061 +86-86-13650506873 sales@chemdad.com China 39894 58

View Lastest Price from N-Butyldeoxynojirimycin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
N-BUTYLDEOXYNOJIRIMYCIN pictures 2024-11-15 N-BUTYLDEOXYNOJIRIMYCIN
72599-27-0
US $1.00 / KG 1KG 99% 10 mt Hebei Weibang Biotechnology Co., Ltd
Miglustat pictures 2024-11-14 Miglustat
72599-27-0
US $38.00-139.00 / mg 99.75% 10g TargetMol Chemicals Inc.
Miglustat pictures 2024-11-14 Miglustat
72599-27-0
US $38.00-139.00 / mg 99.75% 10g TargetMol Chemicals Inc.
  • Miglustat pictures
  • Miglustat
    72599-27-0
  • US $38.00-139.00 / mg
  • 99.75%
  • TargetMol Chemicals Inc.
  • Miglustat pictures
  • Miglustat
    72599-27-0
  • US $38.00-139.00 / mg
  • 99.75%
  • TargetMol Chemicals Inc.

N-Butyldeoxynojirimycin Spectrum

N-BUTYLDEOXYNOJIRIMYCIN N-BUTYL-1-DEOXYNOJIRIMYCIN (2R)-1-Butyl-2α-(hydroxymethyl)piperidine-3β,4α,5β-triol 1,5-(Butylimino)-1,5-dideoxy-D-glucitol 1-Butyl-2α-(hydroxymethyl)piperidine-3β,4α,5β-triol 1-Butyl-3β,4α,5β-trihydroxypiperidine-2α-methanol SC-48334 (2R,3R,4R,5S)-1-Butyl-2-(hydroxymethyl)-3,4,5-piperidinetriol N-Butylmoranoline OGT 918 Zavesca nb-dnj Miglustat, NB-DNJ, (2R,3R,4R,5S)-1-butyl-2-(hydroxymethyl)piperidine-3,4,5-triol N-(n-Butyl)-1-deoxynojirimycin min. 99% N-Butyldeoxynojirimycin, Hydrochloride - CAS 72599-27-0 - Calbiochem Mg gross N-BUTYLDEOXYNOJIRIMYCIN;SC-48334;NB-DNJ;OGT-918 MIGLUSTAT;N-BUTYLDEOXYNOJIRIMYCIN;NB-DNJ;OGT918 Miglustat (N-Butyldeoxynojirimycin) N-(n-Butyl)-1-deoxynojirimycin 3,4,5-Piperidinetriol, 1-butyl-2-(hydroxymethyl)-, (2R,3R,4R,5S)- Hot Sale 3, 4, 5-Piperidinetriol, 1-Butyl-2- (hydroxymethyl) -, (2R, 3R, 4R, 5S) N-BUTYLDEOXYNOJIRIMYCIN Miglustat hydrochloride salt MiglustatQ: What is Miglustat Q: What is the CAS Number of Miglustat Q: What is the storage condition of Miglustat oral,Miglustat,Inhibitor,inhibit,ceramide glucosyltransferase,OGT-918,OGT 918,type I gaucher disease miglusta megasat 72599-27-0 C10H22NO4 Glucosidase, alpha- D to K Enzyme Inhibitors Enzymes, Inhibitors, and Substrates Enzyme Inhibitors by Enzyme Biochemicals and Reagents BioChemical API