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Nω-Propyl-L-arginine HCl 2321366-46-3

Nω-Propyl-L-arginine HCl 2321366-46-3

CAS No.: 2321366-46-3

Nω-Propyl-L-arginine (N-omega-Propyl-L-arginine) HCl is a highly efficient, competitive, and selective inhibitor of neu
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Nω-Propyl-L-arginine (N-omega-Propyl-L-arginine) HCl is a highly efficient, competitive, and selective inhibitor of neuronal nitric oxide synthase (nNOS) with Ki of 57 nM. Nω-Propyl-L-arginine HCl is 149 times more selective for nNOS than endothelial nitric oxide synthase (eNOS).

Physicochemical Properties


Molecular Formula C9H21CLN4O2
Molecular Weight 252.741640806198
Exact Mass 252.135
CAS # 2321366-46-3
PubChem CID 91885482
Appearance Colorless to off-white ointment
Hydrogen Bond Donor Count 5
Hydrogen Bond Acceptor Count 4
Rotatable Bond Count 8
Heavy Atom Count 16
Complexity 218
Defined Atom Stereocenter Count 1
SMILES

CCCN=C(N)NCCC[C@@H](C(=O)O)N.Cl

InChi Key YTPXYHYMXLUNPN-FJXQXJEOSA-N
InChi Code

InChI=1S/C9H20N4O2.ClH/c1-2-5-12-9(11)13-6-3-4-7(10)8(14)15;/h7H,2-6,10H2,1H3,(H,14,15)(H3,11,12,13);1H/t7-;/m0./s1
Chemical Name

(2S)-2-amino-5-[(N'-propylcarbamimidoyl)amino]pentanoic acid;hydrochloride
Synonyms

NωPropylLarginine HCl; Nω Propyl L arginine HCl
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

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


ln Vivo Phencyclidine-induced disruption of prepulse inhibition and phencyclidine-induced enhancement of locomotor activity are blocked by Nω-Propyl-L-arginine (N-omega-Propyl-L-arginine) hydrochloride (20 mg/kg; ip) [2].
Animal Protocol Animal/Disease Models: Male NMRI mouse (30-40 g) (phencyclidine-induced stimulation) [2]
Doses: 20 mg/kg
Route of Administration: intraperitoneal (ip) injection
Experimental Results: Dramatically diminished phencyclidine-induced stimulation Prepulse inhibition is disrupted and Dramatically reduces phencyclidine-induced locomotor stimulation activity.
References

[1]. Potent and selective inhibition of neuronal nitric oxide synthase by N omega-propyl-L-arginine. J Med Chem. 1997 Nov 21;40(24):3869-70.

[2]. The neuronal selective nitric oxide synthase inhibitor, Nomega-propyl-L-arginine, blocks the effects of phencyclidine on prepulse inhibition and locomotor activity in mice. Eur J Pharmacol. 2004 Oct 25;503(1-3):103-7.


Solubility Data


Solubility (In Vitro) DMSO : ~25 mg/mL (~98.92 mM)
H2O : ~25 mg/mL (~98.92 mM)
Solubility (In Vivo) Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300:Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)

Oral Formulations Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders

Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.9566 mL 19.7832 mL 39.5664 mL
5 mM 0.7913 mL 3.9566 mL 7.9133 mL
10 mM 0.3957 mL 1.9783 mL 3.9566 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.