WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H555240
CAS#: 1262857-73-7 (free base)
Description: NB-360 is a potent and brain penetrable BACE-1 inhibitor. NB-360 shows a superior pharmacological profile and robust reduction of amyloid-β and neuroinflammation in APP transgenic mice. NB-360 can completely block the progression of Aβ deposition in the brains of APP transgenic mice, a model for amyloid pathology. NB-360 stopped accumulation of activated inflammatory cells in the brains of APP transgenic mice. Upon chronic treatment of APP transgenic mice, patches of grey hairs appeared.
Hodoodo Cat#: H555240
Name: NB-360 free base
CAS#: 1262857-73-7 (free base)
Chemical Formula: C21H19F4N5O2
Exact Mass: 449.15
Molecular Weight: 449.410
Elemental Analysis: C, 56.12; H, 4.26; F, 16.91; N, 15.58; O, 7.12
Related CAS #: 1262857-73-7 (free base) 1262855-97-9 (HCl) 1416433-41-4 (xHCl)
Synonym: NB-360; NB 360; NB360;
IUPAC/Chemical Name: N-(3-((3R,6R)-5-amino-3,6-dimethyl-6-(trifluoromethyl)-3,6-dihydro-2H-1,4-oxazin-3-yl)-4-fluorophenyl)-5-cyano-3-methylpicolinamide
InChi Key: BQFHTVUWPJXLOW-VQTJNVASSA-N
InChi Code: InChI=1S/C21H19F4N5O2/c1-11-6-12(8-26)9-28-16(11)17(31)29-13-4-5-15(22)14(7-13)19(2)10-32-20(3,18(27)30-19)21(23,24)25/h4-7,9H,10H2,1-3H3,(H2,27,30)(H,29,31)/t19-,20+/m0/s1
SMILES Code: CC1=C(C(NC2=CC=C(F)C([C@]3(C)CO[C@@](C)(C(F)(F)F)C(N)=N3)=C2)=O)N=CC(C#N)=C1
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:
| Biological target: | |
| In vitro activity: | |
| In vivo activity: |
The following data is based on the product molecular weight 449.41 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: | |
| In vitro protocol: | |
| In vivo protocol: |
1: Zhu K, Xiang X, Filser S, Marinković P, Dorostkar MM, Crux S, Neumann U,
Shimshek DR, Rammes G, Haass C, Lichtenthaler SF, Gunnersen JM, Herms J.
Beta-Site Amyloid Precursor Protein Cleaving Enzyme 1 Inhibition Impairs Synaptic
Plasticity via Seizure Protein 6. Biol Psychiatry. 2018 Mar 1;83(5):428-437. doi:
10.1016/j.biopsych.2016.12.023. Epub 2016 Dec 26. PubMed PMID: 28129943.
2: Schelle J, Häsler LM, Göpfert JC, Joos TO, Vanderstichele H, Stoops E,
Mandelkow EM, Neumann U, Shimshek DR, Staufenbiel M, Jucker M, Kaeser SA.
Prevention of tau increase in cerebrospinal fluid of APP transgenic mice suggests
downstream effect of BACE1 inhibition. Alzheimers Dement. 2017 Jun;13(6):701-709.
doi: 10.1016/j.jalz.2016.09.005. Epub 2016 Oct 14. PubMed PMID: 27750032.
3: Beckmann N, Doelemeyer A, Zurbruegg S, Bigot K, Theil D, Frieauff W, Kolly C,
Moulin P, Neddermann D, Kreutzer R, Perrot L, Brzak I, Jacobson LH, Staufenbiel
M, Neumann U, Shimshek DR. Longitudinal noninvasive magnetic resonance imaging of
brain microhemorrhages in BACE inhibitor-treated APP transgenic mice. Neurobiol
Aging. 2016 Sep;45:50-60. doi: 10.1016/j.neurobiolaging.2016.05.009. Epub 2016
May 17. PubMed PMID: 27459925.
4: Shimshek DR, Jacobson LH, Kolly C, Zamurovic N, Balavenkatraman KK, Morawiec
L, Kreutzer R, Schelle J, Jucker M, Bertschi B, Theil D, Heier A, Bigot K, Beltz
K, Machauer R, Brzak I, Perrot L, Neumann U. Pharmacological BACE1 and BACE2
inhibition induces hair depigmentation by inhibiting PMEL17 processing in mice.
Sci Rep. 2016 Feb 25;6:21917. doi: 10.1038/srep21917. PubMed PMID: 26912421;
PubMed Central PMCID: PMC4766495.
5: Neumann U, Rueeger H, Machauer R, Veenstra SJ, Lueoend RM, Tintelnot-Blomley
M, Laue G, Beltz K, Vogg B, Schmid P, Frieauff W, Shimshek DR, Staufenbiel M,
Jacobson LH. A novel BACE inhibitor NB-360 shows a superior pharmacological
profile and robust reduction of amyloid-β and neuroinflammation in APP transgenic
mice. Mol Neurodegener. 2015 Sep 3;10:44. doi: 10.1186/s13024-015-0033-8. PubMed
PMID: 26336937; PubMed Central PMCID: PMC4559881.
