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Omigapil

Alias: CGP3466B free base; TCH346
Omegapi (CGP3466B free base) is an orally effective GAPDH nitrosylation inhibitor that eliminates Aβ1-42-induced tau protein acetylation, memory impairment, and motor dysfunction in mice and shows potential in Alzheimer's disease research.
Omigapil
Omigapil Chemical Structure CAS No.: 181296-84-4
Product category: Apoptosis
This product is for research use only, not for human use. We do not sell to patients.
Size Price
500mg
1g
Other Sizes
Official Supplier of:
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Product Description
Omigapil (CGP3466B free base) is an orally active GAPDH nitrosylation inhibitor that eliminates Aβ1-42-induced tau acetylation, memory impairment, and motor dysfunction in mice, and shows potential for research in Alzheimer's disease. Omigapil is also a potent apoptosis inhibitor. It can be used to study congenital muscular dystrophy (CMD). Omigapil is a click chemistry reagent. It contains an Alkyne group and can undergo a copper-catalyzed azido-yne cycloaddition reaction (CuAAc) with molecules containing an Azide group.
Biological Activity I Assay Protocols (From Reference)
References

[1]. Apoptosis inhibitors and mini-agrin have additive benefits in congenital muscular dystrophy mice. EMBO Mol Med. 2011 Aug;3(8):465-79.

[2]. Nitrosylation of GAPDH augments pathological tau acetylation upon exposure to amyloid-β. Sci Signal. 2018 Mar 20;11(522):eaao6765.

Additional Infomation
Omigapil is a dibenzoxazine heptadecane drug. Omigapil has been used in clinical trials investigating its use for the treatment of congenital muscular dystrophy.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C19H17NO
Molecular Weight
275.34
Exact Mass
275.131
CAS #
181296-84-4
Related CAS #
Omigapil maleate
PubChem CID
6419718
Appearance
Typically exists as solids at room temperature
Hydrogen Bond Donor Count
0
Rotatable Bond Count
3
Heavy Atom Count
21
Complexity
432
Defined Atom Stereocenter Count
0
SMILES
CN(CC#C)CC1=CC2=CC=CC=C2OC3=CC=CC=C31
InChi Key
QLMMOGWZCFQAPU-UHFFFAOYSA-N
InChi Code
InChI=1S/C19H17NO/c1-3-12-20(2)14-16-13-15-8-4-6-10-18(15)21-19-11-7-5-9-17(16)19/h1,4-11,13H,12,14H2,2H3
Chemical Name
N-(benzo[b][1]benzoxepin-5-ylmethyl)-N-methylprop-2-yn-1-amine
Synonyms
CGP3466B free base; TCH346
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Omigapil (CGP3466B) is dissolved in phosphate-buffered saline (PBS, 0.1 mol/L, pH 7.4)[1]. (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.6319 mL 18.1594 mL 36.3187 mL
5 mM 0.7264 mL 3.6319 mL 7.2637 mL
10 mM 0.3632 mL 1.8159 mL 3.6319 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
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g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Clinical Trial Information
Title:Congenital Muscular Dystrophy Ascending Multiple Dose Cohort Study Analyzing Pharmacokinetics at Three Dose Levels In Children and Adolescents With Assessment of Safety and Tolerability of Omigapil (CALLISTO)
Status:Completed
updateDate:2021-09-24
Ctid:NCT01805024

Link: https://clinicaltrials.gov/ct2/show/NCT01805024

Conditions:Congenital Muscular Dystrophy
Interventions:Omigapil
Phase:Phase 1
Title:A 12-week, Multicenter, Safety and Dose-ranging Study of 3 Oral Doses of TCH346 in Patients With Amyotrophic Lateral Sclerosis
Status:Completed
updateDate:2011-11-24
Ctid:NCT00036413

Link: https://clinicaltrials.gov/ct2/show/NCT00036413

Conditions:Amyotrophic Lateral Sclerosis
Interventions:TCH346
Phase:Phase 2
Title:Study Evaluating TCH346 and Placebo Administered Once Daily in Patients With Amyotrophic Lateral Sclerosis (ALS)
Status:Completed
updateDate:2011-11-24
Ctid:NCT00072709

Link: https://clinicaltrials.gov/ct2/show/NCT00072709

Conditions:Amyotrophic Lateral Sclerosis
Interventions:TCH346
Phase:Phase 2
View More

Title:A Study of Three Doses of TCH346 in Patients With Early Parkinson's Disease to Evaluate Safety and Efficacy
Status:Completed
updateDate:2011-11-23
Ctid:NCT00407212

Link: https://clinicaltrials.gov/ct2/show/NCT00407212

Conditions:Parkinson's Disease
Interventions:TCH346 (dibenzb,foxepin-10-ylmethyl-prop-2-ynyl-amine, hydrogen maleate salt)
Phase:Phase 1/Phase 2
Title:A Long-term Extension Study of TCH346 and Placebo Administered Once Daily in Patients With Amyotrophic Lateral Sclerosis(ALS)
Status:Completed
updateDate:2011-11-23
Ctid:NCT00230074

Link: https://clinicaltrials.gov/ct2/show/NCT00230074

Conditions:Amyotrophic Lateral Sclerosis
Interventions:TCH346
Phase:Phase 2

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