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1H-Pyrazole-1-carboxamidine hydrochloride | CAS:4023-02-3
1H-Pyrazole-1-carboxamidine hydrochloride
  • Name:1H-Pyrazole-1-carboxamidine hydrochloride
  • CAS:4023-02-3
  • Synonyms:1-Amidinopyrazole hydrochloride; Praxadine
  • Molecular Formula:C4H6N4.HCl
  • Molecular Weight:146.58
  • EINESC:

Description

Properties

Melting point 167-170 ºC
Water Solubility soluble

Safety

Symbol(GHS) Xi
Hazard Codes R36/37/38
SDS/MSDS S26;S37/39

SDS

Source SDS/MSDS Samples
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Articles
Peer-Reviewed Papers
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The Journal of Neuroscience, 30(6), 2235-2244 (2010) AMP-dependent protein kinase alpha 2 isoform promotes hypoxia-induced VEGF expression in human glioblastoma.Kathryn M Neurath et al.Glia, 53(7), 733-743 (2006-03-07) Quantifying Drug Combination Synergy along Potency and Efficacy Axes.Christian T Meyer et al.Cell systems, 8(2), 97-108 (2019-02-25) A ghrelin receptor and oxytocin receptor heterocomplex impairs oxytocin mediated signalling.Shauna E Wallace Fitzsimons et al.Neuropharmacology, 152, 90-101 (2018-12-26) Understanding the basic mechanisms underlying seizures in mesial temporal lobe epilepsy and possible therapeutic targets: a reviewO'dell CM, et al. Journal of Neuroscience Research, 90(5), 913-924 (2012) Adenosine actions are preserved in corpus cavernosum from obese and type II diabetic db/db mouse.Fernando Silva Carneiro et al.The journal of sexual medicine, 5(5), 1156-1166 (2008-01-29) Inosine strongly enhances proliferation of human C32 melanoma cells through PLC-PKC-MEK1/2-ERK1/2 and PI3K pathways.Ana Sofia Soares et al.Basic & clinical pharmacology & toxicology, 116(1), 25-36 (2014-06-10) Opposite modulation of astroglial proliferation by adenosine 5?-O-(2-thio)-diphosphate and 2-methylthioadenosine-5?-diphosphate: mechanisms involvedQuintas C, et al. Neuroscience, 182(8), 32-42 (2011) PAP and NT5E inhibit nociceptive neurotransmission by rapidly hydrolyzing nucleotides to adenosine.Sarah E Street et al.Molecular pain, 7, 80-80 (2011-10-21) Species differences in liver accumulation and metabolism of nucleotide prodrug sofosbuvir.Ting Wang et al.Drug metabolism and pharmacokinetics, 35(3), 334-340 (2020-04-30) Transient use of a systemic adenosine kinase inhibitor attenuates epilepsy development in mice.Ursula S Sandau et al.Epilepsia, 60(4), 615-625 (2019-03-01) The NLRP3 inflammasome is activated by nanoparticles through ATP, ADP and adenosine.L Baron et al.Cell death & disease, 6, e1629-e1629 (2015-02-06) Protein engineering of toluene-o-xylene monooxygenase from Pseudomonas stutzeri OX1 for synthesizing 4-methylresorcinol, methylhydroquinone, and pyrogallol.Gönül Vardar et al.Applied and environmental microbiology, 70(6), 3253-3262 (2004-06-09) Altering toluene 4-monooxygenase by active-site engineering for the synthesis of 3-methoxycatechol, methoxyhydroquinone, and methylhydroquinone.Ying Tao et al.Journal of bacteriology, 186(14), 4705-4713 (2004-07-03) Protein engineering of toluene 4-monooxygenase of Pseudomonas mendocina KR1 for synthesizing 4-nitrocatechol from nitrobenzene.Ayelet Fishman et al.Biotechnology and bioengineering, 87(6), 779-790 (2004-08-27) Cloning and characterization of a novel peptidase from rat and human ileum.B L Shneider et al.The Journal of biological chemistry, 272(49), 31006-31015 (1998-01-10) Pharmacologic correction of dominant-negative GH1 deficiency causing mutations.Justin S Poling et al.Clinical and translational science, 4(3), 175-179 (2011-06-29) Identification of 5-iodotubercidin as a genotoxic drug with anti-cancer potentialZhang X, et al. PLoS ONE, 8(5), e62527-e62527 (2013) TH2A is phosphorylated at meiotic centromere by Haspin.Masashi Hada et al.Chromosoma, 126(6), 769-780 (2017-08-15) Endothelial and Neuronal Nitric Oxide Activate Distinct Pathways on Sympathetic Neurotransmission in Rat Tail and Mesenteric Arteries.Joana Beatriz Sousa et al.PloS one, 10(6), e0129224-e0129224 (2015-06-16) Astrocytic adenosine kinase regulates basal synaptic adenosine levels and seizure activity but not activity-dependent adenosine release in the hippocampus.Lori-An V Etherington et al.Neuropharmacology, 56(2), 429-437 (2008-10-30) Identification of anti-proliferative kinase inhibitors as potential therapeutic agents to treat canine osteosarcoma.Ulrike Mauchle et al.Veterinary journal (London, England : 1997), 205(2), 281-287 (2014-09-06) 5-Iodotubercidin and proglycosyn: a comparison of two glycogenic compounds in hepatocytes from fasted rats.R Flückiger-Isler et al.Biochimica et biophysica acta, 1311(2), 77-84 (1996-04-24) Adenosine A1 receptor blockage mediates theophylline-associated seizures.Mitsumasa Fukuda et al.Epilepsia, 51(3), 483-487 (2009-10-23) Chaperoning of the A1-adenosine receptor by endogenous adenosine - an extension of the retaliatory metabolite concept.Justyna Kusek et al.Molecular pharmacology, 87(1), 39-51 (2014-10-31) CDK1-CCNB1 creates a spindle checkpoint-permissive state by enabling MPS1 kinetochore localization.Daniel Hayward et al.The Journal of cell biology, 218(4), 1182-1199 (2019-01-25) Prognostic Role of Blood NETosis in the Progression of Head and Neck Cancer.Anna Sophie Decker et al.Cells, 8(9) (2019-08-24) AMPK inhibits oxidative stress induced caveolin-1 phosphorylation and endocytosis by suppressing the dissociation between c-Abl and prdx1 in endothelial cellsTakeuchi K, et al. The Journal of Biological Chemistry, jbc-M113 (2013) Physiological concentrations of divalent magnesium ion activate the serine/threonine specific protein kinase ERK2.William F Waas et al.Biochemistry, 42(10), 2960-2970 (2003-03-12) Cytotoxic effect of 5-aminoimidazole-4-carboxamide-1-beta-4-ribofuranoside (AICAR) on childhood acute lymphoblastic leukemia (ALL) cells: implication for targeted therapy.Tapas K Sengupta et al.Molecular cancer, 6, 46-46 (2007-07-12) The novel non-steroidal MR antagonist finerenone improves metabolic parameters in high-fat diet-fed mice and activates brown adipose tissue via AMPK-ATGL pathway.Vincenzo Marzolla et al.FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 34(9), 12450-12465 (2020-07-31) Inhibition of Chikungunya virus by an adenosine analog targeting the SAM-dependent nsP1 methyltransferase.Rajat Mudgal et al.FEBS letters, 594(4), 678-694 (2019-10-18) Simvastatin-Induced Apoptosis in Osteosarcoma Cells: A Key Role of RhoA-AMPK/p38 MAPK Signaling in Antitumor Activity.Walied A Kamel et al.Molecular cancer therapeutics, 16(1), 182-192 (2016-11-02) ALL1 fusion proteins induce deregulation of EphA7 and ERK phosphorylation in human acute leukemias.Hiroshi Nakanishi et al.Proceedings of the National Academy of Sciences of the United States of America, 104(36), 14442-14447 (2007-08-30) p57Kip2 is an unrecognized DNA damage response effector molecule that functions in tumor suppression and chemoresistance.H Jia et al.Oncogene, 34(27), 3568-3581 (2014-09-10) In vitro expansion of pancreatic islet clusters facilitated by hormones and chemicals.Jing-Yu Lin et al.Cell discovery, 6, 20-20 (2020-04-15) A2AR Antagonism with DZD2269 Augments Antitumor Efficacy of Irradiation in Murine Model.Jiaqi Huang et al.Journal of Cancer, 11(12), 3685-3692 (2020-04-15) Retinoblastoma cells are inhibited by aminoimidazole carboxamide ribonucleotide (AICAR) partially through activation of AMP-dependent kinaseTheodoropoulou S, et al. Faseb Journal, 24(8), 2620-2630 (2010) Enhancement of cellular adenosine triphosphate levels in PC12 cells by extracellular adenosine.Hiroyuki Fujimori et al.Biological & pharmaceutical bulletin, 25(3), 307-311 (2002-03-27) Activation of AMPK inhibits inflammation in MRL/lpr mouse mesangial cells.A Peairs et al.Clinical and experimental immunology, 156(3), 542-551 (2009-05-15) Adenosine Attenuates Human Coronary Artery Smooth Muscle Cell Proliferation by Inhibiting Multiple Signaling Pathways That Converge on Cyclin D.Raghvendra K Dubey et al.Hypertension (Dallas, Tex. : 1979), 66(6), 1207-1219 (2015-09-30) Predominance of adenosine excitatory over inhibitory effects on transmission at the neuromuscular junction of infant rats.Paula A Pousinha et al.The Journal of pharmacology and experimental therapeutics, 332(1), 153-163 (2009-10-01) HASPIN kinase mediates histone deacetylation to regulate oocyte meiotic maturation in pigs.Zubing Cao et al.Reproduction (Cambridge, England) (2019-03-15) An adenosine kinase inhibitor, ABT-702, inhibits spinal nociceptive transmission by adenosine release via equilibrative nucleoside transporters in rat.Ken-ichi Otsuguro et al.Neuropharmacology, 97, 160-170 (2015-06-13) Identification of the glycogenic compound 5-iodotubercidin as a general protein kinase inhibitor.D Massillon et al.The Biochemical journal, 299 ( Pt 1), 123-128 (1994-04-01) Leveraging Compound Promiscuity to Identify Targetable Cysteines within the Kinome.Suman Rao et al.Cell chemical biology, 26(6), 818-829 (2019-04-16) Overexpression of CYP2E1 induces HepG2 cells death by the AMP kinase activator 5'-aminoimidazole-4-carboxamide-1-beta-D-ribofuranoside (AICAR).Jian Zhuge Cell biology and toxicology, 25(3), 253-263 (2008-05-14) Impairment of adenosinergic system in Rett syndrome: Novel therapeutic target to boost BDNF signalling.Catarina Miranda-Lourenço et al.Neurobiology of disease, 145, 105043-105043 (2020-08-18) The cytotoxic effect of purine riboside on COS-7 cells.K Tkacz et al.Advances in experimental medicine and biology, 486, 355-359 (2002-01-11) A novel mouse model for sudden unexpected death in epilepsy (SUDEP): role of impaired adenosine clearance.Hai-Ying Shen et al.Epilepsia, 51(3), 465-468 (2009-08-14) A kinase-dependent role for Haspin in antagonizing Wapl and protecting mitotic centromere cohesion.Cai Liang et al.EMBO reports, 19(1), 43-56 (2017-11-16) Transgenic overexpression of adenosine kinase aggravates cell death in ischemia.Giuseppe Pignataro et al.Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism, 27(1), 1-5 (2006-05-11) AICAR suppresses TNF-α-induced complement factor B in RPE cells.Eun Jee Chung et al.Scientific reports, 7(1), 17651-17651 (2017-12-17) Epigenetic determinants of space radiation-induced cognitive dysfunction.Munjal M Acharya et al.Scientific reports, 7, 42885-42885 (2017-02-22) Acadesine activates AMPK and induces apoptosis in B-cell chronic lymphocytic leukemia cells but not in T lymphocytes.Clara Campàs et al.Blood, 101(9), 3674-3680 (2003-01-11) A cell-based screening assay to identify pharmaceutical compounds that enhance the regenerative quality of corneal repair.Gabriel M Gordon et al.Wound repair and regeneration : official publication of the Wound Healing Society [and] the European Tissue Repair Society, 24(1), 89-99 (2015-12-10) A small-molecule inhibitor of Haspin alters the kinetochore functions of Aurora B.Anna De Antoni et al.The Journal of cell biology, 199(2), 269-284 (2012-10-17) DNA damage induces a kinetochore-based ATM/ATR-independent SAC arrest unique to the first meiotic division in mouse oocytes.Simon I R Lane et al.Development (Cambridge, England), 144(19), 3475-3486 (2017-08-31) Overexpression of adenosine kinase in epileptic hippocampus contributes to epileptogenesis.Nicolette Gouder et al.The Journal of neuroscience : the official journal of the Society for Neuroscience, 24(3), 692-701 (2004-01-23) Astrogliosis in epilepsy leads to overexpression of adenosine kinase, resulting in seizure aggravation.Denise E Fedele et al.Brain : a journal of neurology, 128(Pt 10), 2383-2395 (2005-06-03) AICAR Enhances the Phagocytic Ability of Macrophages towards Apoptotic Cells through P38 Mitogen Activated Protein Kinase Activation Independent of AMP-Activated Protein Kinase.Hui Quan et al.PloS one, 10(5), e0127885-e0127885 (2015-05-29)
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