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RHC80267

Alias: RHC80267 RHC-80267 RHC 80267
Cat No.:V7472 Purity: ≥98%
RHC 80267 (U-57908) is a potent and specific diacylglycerol lipase (DAGL) inhibitor (IC50 for canine platelets, 4 μM).
RHC80267
RHC80267 Chemical Structure CAS No.: 83654-05-1
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
RHC 80267 (U-57908) is a potent and specific diacylglycerol lipase (DAGL) inhibitor (IC50 for canine platelets, 4 μM). RHC 80267 inhibits cholinesterase activity with IC50 of 4 μM, thereby enhancing acetylcholine-induced relaxation. RHC 80267 also inhibits COX activity and hydrolysis of phosphatidylcholine.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
The inhibition of cholinesterase may be the cause of RHC 80267's potentiating effect on acetylcholine: (1) RHC 80267 does not alter the response to carbachol, a carbamoyl derivative of acetylcholine that differs from acetylcholine only because it is resistant to cholinesterase hydrolysis; and (2) the cholinesterase inhibitor neostigmine mimics the effect of RHC 80267, which exhibits no additional effect when the maximum effective concentration of neostigmine is present. Analyzing RHC 80267's impact on cholinesterase activity in brain homogenates revealed that, within the same concentration range (i.e., 1–10 μM), RHC 80267 promotes acetylcholine relaxation while inhibiting this enzyme [2].
ln Vivo
In human and rat pulmonary arteries (hPA and rPA, respectively), angiotensin II (ANG II)-induced contraction is potentiated by RHC 80267 (40 μM) in an endothelium-dependent manner[3]. U46619 is a thromboxane A2 analog.
References

[1]. Relative activities of rat and dog platelet phospholipase A2 and diglyceride lipase. Selective inhibition of diglyceride lipase by RHC 80267. J Biol Chem. 1982 Dec 10;257(23):14006-10.

[2]. The diacylglycerol lipase inhibitor RHC-80267 potentiates the relaxation to acetylcholine in rat mesenteric artery by anti-cholinesterase action. Eur J Pharmacol. 2005 Jul 4;517(1-2):97-102.

[3]. Activation of CB1 receptors by 2-arachidonoylglycerol attenuates vasoconstriction induced by U46619 and angiotensin II in human and rat pulmonary arteries. Am J Physiol Regul Integr Comp Physiol. 2017 Jun 1;312(6):R883-R893.

[4]. The inhibition of arachidonic acid metabolism in human platelets by RHC 80267, a diacylglycerol lipase inhibitor. Biochim Biophys Acta. 1984 Apr 18;793(2):269-77.

Additional Infomation
N-[6-[[(cyclohexylideneamino)oxy-oxomethyl]amino]hexyl]carbamic acid (cyclohexylideneamino) ester is a carbamate ester and an organonitrogen compound.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H34N4O4
Molecular Weight
394.52
Exact Mass
394.257
CAS #
83654-05-1
PubChem CID
5063
Appearance
White to off-white solid powder
Density
1.2±0.1 g/cm3
Index of Refraction
1.571
LogP
3.12
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
11
Heavy Atom Count
28
Complexity
484
Defined Atom Stereocenter Count
0
InChi Key
RXSVYGIGWRDVQC-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H34N4O4/c25-19(27-23-17-11-5-3-6-12-17)21-15-9-1-2-10-16-22-20(26)28-24-18-13-7-4-8-14-18/h1-16H2,(H,21,25)(H,22,26)
Chemical Name
(cyclohexylideneamino) N-[6-[(cyclohexylideneamino)oxycarbonylamino]hexyl]carbamate
Synonyms
RHC80267 RHC-80267 RHC 80267
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)
DMSO : ~25 mg/mL (~63.37 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.34 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (6.34 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (6.34 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.5347 mL 12.6736 mL 25.3473 mL
5 mM 0.5069 mL 2.5347 mL 5.0695 mL
10 mM 0.2535 mL 1.2674 mL 2.5347 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.

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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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.

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