SP-187 HCl

CAS
1333144-07-2
Catalog Number
ACM1333144072
Category
Inhibitors
Molecular Weight
355.90
Molecular Formula
C16H34ClNO5

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Specification

Description
SP-187, also known as N-9-DNJ and UV-4B, is an alpha-Glucosidase inhibitor potentially for the treatment of dengue fever and influenza infection. Proline-producing strains of Serratia marcescens were more osmotolerant than wild-type strains. Growth inhibition by proline analogs was significantly enhanced by increasing the osmotic stress of the medium.
Synonyms
SP-187 HCl; SP-187 hydrochloride SP-187; SP187; SP 187; N-9-DNJ; UV-4B; N9DNJ; UV4B; N 9 DNJ; UV 4B; Iminosugar UV 4; MON-DNJ; N-9-Methoxynonyldeoxynojirimycin
IUPAC Name
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(9-methoxynonyl)piperidine-3,4,5-triol hydrochloride
Canonical SMILES
O[C@@H]1[C@@H](CO)N(CCCCCCCCCOC)C[C@H](O)[C@H]1O.[H]Cl
InChI
InChI=1S/C16H33NO5.ClH/c1-22-10-8-6-4-2-3-5-7-9-17-11-14(19)16(21)15(20)13(17)12-18;/h13-16,18-21H,2-12H2,1H3;1H/t13-,14+,15-,16-;/m1./s1
InChI Key
LQFACEKDJKFAIT-NUSSTLEHSA-N
Solubility
Soluble in DMSO
Appearance
Solid powder
Shelf Life
>2 years if stored properly
Storage
Dry, dark and at 0-4 °C for short term (days to weeks) or -20 °C for long term (months to years).
Alternative CAS
1333144-07-2 (HCl); 615253-61-7 (free base)
Biological Target
SP-187, also known as N-9-DNJ and UV-4B, is an alpha-Glucosidase inhibitor.
Drug Formulation
This drug may be formulated in DMSO
Elemental Analysis
C, 54.00; H, 9.63; Cl, 9.96; N, 3.94; O, 22.48
Exact Mass
319.2359
HS Tariff Code
2934.99.9001
In Vitro Activity
UV-4B effectively inhibited replication of the wild type SARS-CoV-2 strain in ACE2-A549 cells, yielding an EC50 value of 2.69
μM (Table 1).
Reference: Front Biosci (Landmark Ed). 2022 Jan 5;27(1):3. https://pubmed.ncbi.nlm.nih.gov/35090308/
In Vivo Activity
For mice treated with UV-4B at 75, 100, or 150 mg/kg/dose, significant weight loss protection extended to Day 14 post-virus exposure (p < 0.05 to p < 0.0001). This study showed that all doses of UV-4B were effective in significantly ameliorating weight loss for the entire experiment, in prolonging mean time to death, and in promoting survival.
Reference: Viruses. 2016 Mar 7;8(3):71. https://pubmed.ncbi.nlm.nih.gov/27072420/
Shipping
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Stock Solution Storage
0-4 °C for short term (days to weeks), or -20 °C for long term (months).
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