200,000+ products from a single source!

sales@angenechem.com

Home > Amines > 137361-05-8

137361-05-8

137361-05-8 | L-Ornithine, N5-[imino(propylamino)methyl]-

CAS No: 137361-05-8 Catalog No: AG00135V MDL No:MFCD01320455

Product Description

Catalog Number:
AG00135V
Chemical Name:
L-Ornithine, N5-[imino(propylamino)methyl]-
CAS Number:
137361-05-8
Molecular Formula:
C9H20N4O2
Molecular Weight:
216.2807
MDL Number:
MFCD01320455
IUPAC Name:
(2S)-2-amino-5-[(N'-propylcarbamimidoyl)amino]pentanoic acid
InChI:
InChI=1S/C9H20N4O2/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)/t7-/m0/s1
InChI Key:
AOMXURITGZJPKB-ZETCQYMHSA-N
SMILES:
CCCNC(=N)NCCC[C@@H](C(=O)O)N

Properties

Complexity:
218  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0
Exact Mass:
216.159g/mol
Formal Charge:
0
Heavy Atom Count:
15  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0
Molecular Weight:
216.285g/mol
Monoisotopic Mass:
216.159g/mol
Rotatable Bond Count:
8  
Topological Polar Surface Area:
114A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-3.3  

Literature

Title Journal
Selective and nonselective neuronal NOS inhibitors impair cognitive function in the three panel runway and passive avoidance tasks in rats. Pharmacology, biochemistry, and behavior 20120601
Cell cycle inhibition without disruption of neurogenesis is a strategy for treatment of aberrant cell cycle diseases: an update. TheScientificWorldJournal 20120101
The neuronal NO synthase participation in the peripheral antinociception mechanism induced by several analgesic drugs. Nitric oxide : biology and chemistry 20111130
Neuronal nitric oxide synthase is involved in the induction of nerve growth factor-induced neck muscle nociception. Headache 20110501
Adenosine A2A receptor activation attenuates tubuloglomerular feedback responses by stimulation of endothelial nitric oxide synthase. American journal of physiology. Renal physiology 20110201
Protein kinase A-dependent neuronal nitric oxide synthase activation mediates the enhancement of baroreflex response by adrenomedullin in the nucleus tractus solitarii of rats. Journal of biomedical science 20110101
Inhibition of nNOS prevents and inhibition of iNOS reverses α,β-meATP-induced facilitation of neck muscle nociception in mice. European journal of pharmacology 20101125
Cardiovascular responses to L-glutamate microinjection into the hypothalamic paraventricular nucleus are mediated by a local nitric oxide-guanylate cyclase mechanism. Brain research 20100716
Choroidal blood flow compensation in rats for arterial blood pressure decreases is neuronal nitric oxide-dependent but compensation for arterial blood pressure increases is not. Experimental eye research 20100601
Involvement of the nitric oxide/(C)GMP/K(ATP) pathway in antinociception induced by exercise in rats. Life sciences 20100327
Interaction of purinergic and nitrergic mechanisms in the caudal nucleus tractus solitarii of rats. Autonomic neuroscience : basic & clinical 20091203
Roles of nitric oxide synthase isoforms in cutaneous vasodilation induced by local warming of the skin and whole body heat stress in humans. Journal of applied physiology (Bethesda, Md. : 1985) 20091101
Spinal ERK activation via NO-cGMP pathway contributes to nociceptive behavior induced by morphine-3-glucuronide. Biochemical pharmacology 20091015
Blockade of NMDA receptors and nitric oxide synthesis in the dorsolateral periaqueductal gray attenuates behavioral and cellular responses of rats exposed to a live predator. Journal of neuroscience research 20090815
Synthesis and evaluation of pyrido[1,2-a]pyrimidines as inhibitors of nitric oxide synthases. European journal of medicinal chemistry 20090701
Role of glutamate NMDA receptors and nitric oxide located within the periaqueductal gray on defensive behaviors in mice confronted by predator. Psychopharmacology 20090701
Facilitation of myocardial PI3K/Akt/nNOS signaling contributes to ethanol-evoked hypotension in female rats. Alcoholism, clinical and experimental research 20090701
Inhibiting the neuronal isoform of nitric oxide synthase has similar effects on the compensatory choroidal and axial responses to myopic defocus in chicks as does the non-specific inhibitor L-NAME. Experimental eye research 20090601
Bed nucleus of the stria terminalis N-methyl-D-aspartate receptors and nitric oxide modulate the baroreflex cardiac component in unanesthetized rats. Journal of neuroscience research 20090515
A1 and A2a receptors mediate inhibitory effects of adenosine on the motor activity of human colon. Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20090401
Cyclooxygenase 2 inhibition suppresses tubuloglomerular feedback: roles of thromboxane receptors and nitric oxide. American journal of physiology. Renal physiology 20090401
The influence of estrogen and progesterone on parasympathetic vasodilatation in the rat submandibular gland. Autonomic neuroscience : basic & clinical 20090312
Pharmacological assessments of nitric oxide synthase isoforms and downstream diversity of NO signaling in the maintenance of thermal and mechanical hypersensitivity after peripheral nerve injury in mice. Neuropharmacology 20090301
Inhibition of the NMDA receptor/Nitric Oxide pathway in the dorsolateral periaqueductal gray causes anxiolytic-like effects in rats submitted to the Vogel conflict test. Behavioral and brain functions : BBF 20090101
Structure-activity relationship of novel and known inhibitors of human dimethylarginine dimethylaminohydrolase-1: alkenyl-amidines as new leads. Bioorganic & medicinal chemistry 20081215
Anxiogenic-like effects induced by NMDA receptor activation are prevented by inhibition of neuronal nitric oxide synthase in the periaqueductal gray in mice. Brain research 20081113
Local loperamide inhibits thermal hyperalgesia but not mechanical allodynia induced by intratibial inoculation of melanoma cells in mice. Cellular and molecular neurobiology 20081101
The expression of contextual fear conditioning involves activation of an NMDA receptor-nitric oxide pathway in the medial prefrontal cortex. Cerebral cortex (New York, N.Y. : 1991) 20080901
Nitric oxide involvement in the antidepressant-like effects of acute lithium administration in the mouse forced swimming test. European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology 20080501
Role of nitric oxide synthase/arginase balance in bronchial reactivity in patients with chronic obstructive pulmonary disease. American journal of physiology. Lung cellular and molecular physiology 20080301
Interaction between glutamatergic and nitrergic mechanisms mediating cardiovascular responses to L-glutamate injection in the diagonal band of Broca in anesthetized rats. Life sciences 20070816
Cholecystokinin CCK2 receptors mediate the peptide's inhibitory actions on the contractile activity of human distal colon via the nitric oxide pathway. British journal of pharmacology 20070801
Role of the nitric oxide pathway and the endocannabinoid system in neurogenic relaxation of corpus cavernosum from biliary cirrhotic rats. British journal of pharmacology 20070701
Upregulation of nitric oxide synthase II contributes to apoptotic cell death in the hippocampal CA3 subfield via a cytochrome c/caspase-3 signaling cascade following induction of experimental temporal lobe status epilepticus in the rat. Neuropharmacology 20070401
CCK2 receptors mediate inhibitory effects of cholecystokinin on the motor activity of guinea-pig distal colon. European journal of pharmacology 20070227
Nitric oxide modulation of norepinephrine production in acupuncture points. Life sciences 20061102
Pentagastrin-induced nitric oxide-dependent protein secretion from the parotid gland of the anaesthetized rat. Experimental physiology 20061101
Involvement of the nitric oxide/protein kinase G pathway in polychlorinated biphenyl-induced cell death in SH-SY 5Y neuroblastoma cells. Journal of neuroscience research 20060815
Pentagastrin-induced protein synthesis in the parotid gland of the anaesthetized rat, and its dependence on CCK-A and -B receptors and nitric oxide generation. Experimental physiology 20060701
Injection of l-glutamate into medial prefrontal cortex induces cardiovascular responses through NMDA receptor - nitric oxide in rat. Neuropharmacology 20060701
Striatal microinjections of nitric oxide synthase inhibitors and L-arginine fail to exert effects on paroxysmal dystonia in the dtsz mutant. Neuroscience letters 20060501
Defensive-like behaviors and antinociception induced by NMDA injection into the periaqueductal gray of mice depend on nitric oxide synthesis. Brain research 20060303
Parasympathetic nerve-evoked protein synthesis, mitotic activity and salivary secretion in the rat parotid gland and the dependence on NO-generation. Archives of oral biology 20060301
A2a receptors mediate inhibitory effects of adenosine on colonic motility in the presence of experimental colitis. Inflammatory bowel diseases 20060201
Effects of blockade of glutamate NMDA receptors or of NO synthase on the development or the expression of associative or non-associative sensitization to locomotor activation by morphine. Journal of neural transmission (Vienna, Austria : 1996) 20060101
Medial prefrontal cortex NMDA receptors and nitric oxide modulate the parasympathetic component of the baroreflex. The European journal of neuroscience 20060101
High-performance liquid chromatographic assay of N(G)-monomethyl-L-arginine, N(G),N(G)-dimethyl-L-arginine, and N(G),N(G)'-dimethyl-L-arginine using 4-fluoro-7-nitro-2, 1,3-benzoxadiazole as a fluorescent reagent. Journal of chromatography. A 20050225
Phasic cardiovascular responses to mevinphos are mediated through differential activation of cGMP/PKG cascade and peroxynitrite via nitric oxide generated in the rat rostral ventrolateral medulla by NOS I and II isoforms. Neuropharmacology 20050101
The neuronal selective nitric oxide synthase inhibitor, Nomega-propyl-L-arginine, blocks the effects of phencyclidine on prepulse inhibition and locomotor activity in mice. European journal of pharmacology 20041025
Bolus injection of human UII in conscious rats evokes a biphasic haemodynamic response. British journal of pharmacology 20041001
The effects of N(omega)-propyl-L-arginine on reperfusion injury of skeletal muscle. Nitric oxide : biology and chemistry 20040801
Nitrergic and glutamatergic neuronal mechanisms at the trigeminovascular first-order synapse. Neuropharmacology 20040701
Neuronal NOS activation during oxygen and glucose deprivation triggers cerebellar granule cell death in the later reoxygenation phase. Journal of neuroscience research 20040615
Differential contributions of NOS isoforms in the rostral ventrolateral medulla to cardiovascular responses associated with mevinphos intoxication in the rat. Neuropharmacology 20040601
Nitric oxide control of the dorsal aorta and the intestinal vein of the Australian short-finned eel Anguilla australis. The Journal of experimental biology 20040301
Nitric oxide-dependent protein synthesis in parotid and submandibular glands of anaesthetized rats upon sympathetic stimulation or isoprenaline administration. Experimental physiology 20040301
Structural basis for the specificity of the nitric-oxide synthase inhibitors W1400 and Nomega-propyl-L-Arg for the inducible and neuronal isoforms. The Journal of biological chemistry 20031114
Plasma membrane calcium ATPase overexpression in arterial smooth muscle increases vasomotor responsiveness and blood pressure. Circulation research 20031003
Hemispheric dissociation of the involvement of NOS isoforms in memory for discriminated avoidance in the chick. Learning & memory (Cold Spring Harbor, N.Y.) 20030901
Endothelial nitric oxide modulates perivascular sensory neurotransmission in the rat isolated mesenteric arterial bed. British journal of pharmacology 20020901
Neuronal NO modulates spontaneous and ANG II-stimulated fetal swallowing behavior in the near-term ovine fetus. American journal of physiology. Regulatory, integrative and comparative physiology 20020501
Differential contributions of nitric oxide synthase isoforms at hippocampal formation to negative feedback regulation of penile erection in the rat. British journal of pharmacology 20020501
Lack of a role of neuronal nitric oxide synthase in the regulation of the renal function in rats fed a low-sodium diet. Kidney & blood pressure research 20020101
Role of nitric oxide in ethanol-induced up-regulation of muscarinic acetylcholine receptors in SH-SY5Y cells. Alcoholism, clinical and experimental research 20010801
The influence of nitric oxide synthase 1 on blood flow and interstitial nitric oxide in the kidney. American journal of physiology. Regulatory, integrative and comparative physiology 20010701
Potent and selective inhibition of neuronal nitric oxide synthase by N omega-propyl-L-arginine. Journal of medicinal chemistry 19971121

© 2019 Angene International Limited. All rights Reserved.