SP-187 HCl | CAS#1333144-07-2 | alpha-Glucosidase Inhibitor

MedKoo Cat#: 527512 | Name: SP-187 HCl

Description:

WARNING: This product is for research use only, not for human or veterinary use.

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.

Chemical Structure

SP-187 HCl

CAS#1333144-07-2 (HCl)

Theoretical Analysis

MedKoo Cat#: 527512

Name: SP-187 HCl

CAS#: 1333144-07-2 (HCl)

Chemical Formula: C16H34ClNO5

Exact Mass:

Molecular Weight: 355.90

Elemental Analysis: C, 54.00; H, 9.63; Cl, 9.96; N, 3.94; O, 22.48

Price and Availability

Size	Price	Availability
1mg	USD 90.00	Ready to ship
5mg	USD 250.00	Ready to ship
10mg	USD 450.00	Ready to ship
25mg	USD 950.00	Ready to ship
50mg	USD 1,650.00	Ready to ship
100mg	USD 2,950.00	Ready to ship

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Related CAS #

1333144-07-2 (HCl) 615253-61-7 (free base)

Synonym

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/Chemical Name

(2R,3R,4R,5S)-2-(hydroxymethyl)-1-(9-methoxynonyl)piperidine-3,4,5-triol hydrochloride

InChi Key

LQFACEKDJKFAIT-NUSSTLEHSA-N

InChi Code

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

SMILES Code

O[C@@H]1[C@@H](CO)N(CCCCCCCCCOC)C[C@H](O)[C@H]1O.[H]Cl

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

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.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Certificate of Analysis

View CoA: current batch, Lot#YXM220614

QC Data

View QC data: current batch, Lot#YXM220614

Safety Data Sheet (SDS)

View Safety Data Sheet (SDS)

Instruction

View handling instruction

Biological target:

SP-187, also known as N-9-DNJ and UV-4B, is an alpha-Glucosidase inhibitor.

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/

Preparing Stock Solutions

The following data is based on the product molecular weight 355.90 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Franco EJ, Warfield KL, Brown AN. UV-4B potently inhibits replication of multiple SARS-CoV-2 strains in clinically relevant human cell lines. Front Biosci (Landmark Ed). 2022 Jan 5;27(1):3. doi: 10.31083/j.fbl2701003. PMID: 35090308. 2. Warfield KL, Barnard DL, Enterlein SG, Smee DF, Khaliq M, Sampath A, Callahan MV, Ramstedt U, Day CW. The Iminosugar UV-4 is a Broad Inhibitor of Influenza A and B Viruses ex Vivo and in Mice. Viruses. 2016 Mar 7;8(3):71. doi: 10.3390/v8030071. PMID: 27072420; PMCID: PMC4810261. 3. Stavale EJ, Vu H, Sampath A, Ramstedt U, Warfield KL. In vivo therapeutic protection against influenza A (H1N1) oseltamivir-sensitive and resistant viruses by the iminosugar UV-4. PLoS One. 2015 Mar 18;10(3):e0121662. doi: 10.1371/journal.pone.0121662. PMID: 25786028; PMCID: PMC4364785.

In vitro protocol:

In vivo protocol:

1. Warfield KL, Barnard DL, Enterlein SG, Smee DF, Khaliq M, Sampath A, Callahan MV, Ramstedt U, Day CW. The Iminosugar UV-4 is a Broad Inhibitor of Influenza A and B Viruses ex Vivo and in Mice. Viruses. 2016 Mar 7;8(3):71. doi: 10.3390/v8030071. PMID: 27072420; PMCID: PMC4810261. 2. Stavale EJ, Vu H, Sampath A, Ramstedt U, Warfield KL. In vivo therapeutic protection against influenza A (H1N1) oseltamivir-sensitive and resistant viruses by the iminosugar UV-4. PLoS One. 2015 Mar 18;10(3):e0121662. doi: 10.1371/journal.pone.0121662. PMID: 25786028; PMCID: PMC4364785.

1: Sugiura M, Kisumi M. Proline-hyperproducing strains of Serratia marcescens: enhancement of proline analog-mediated growth inhibition by increasing osmotic stress. Appl Environ Microbiol. 1985 Apr;49(4):782-6. PubMed PMID: 2860849; PubMed Central PMCID: PMC238445. 2: Baba E, Nakamura M, Ohkuma K, Kira J, Tanaka Y, Nakano S, Niho Y. A peptide-based human T cell leukemia virus type I vaccine containing T and B cell epitopes that induces high titers of neutralizing antibodies. J Immunol. 1995 Jan 1;154(1):399-412. PubMed PMID: 7527817.