355025-24-0,MFCD06798341
Catalog No.:AA00C0TV

355025-24-0 | Ki16425

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1mg
98+%
in stock  
$12.00   $8.00
- +
5mg
98+%
in stock  
$28.00   $19.00
- +
10mg
98+%
in stock  
$41.00   $29.00
- +
50mg
98+%
in stock  
$119.00   $83.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA00C0TV
Chemical Name:
Ki16425
CAS Number:
355025-24-0
Molecular Formula:
C23H23ClN2O5S
Molecular Weight:
474.9571
MDL Number:
MFCD06798341
SMILES:
OC(=O)CCSCc1ccc(cc1)c1onc(c1NC(=O)OC(c1ccccc1Cl)C)C
Properties
Computed Properties
 
Complexity:
619  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
32  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0  
Rotatable Bond Count:
10  
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0  
XLogP3:
4.5  

Downstream Synthesis Route

[1]Sato,Takanao;Sugimoto,Kenji;Inoue,Asuka;Okudaira,Shinichi;Aoki,Junken;Tokuyama,Hidetoshi[BioorganicandMedicinalChemistryLetters,2012,vol.22,#13,p.4323-4326]

Literature

Title: Lysophosphatidic acid alters the expression profiles of angiogenic factors, cytokines, and chemokines in mouse liver sinusoidal endothelial cells.

Journal: PloS one 20150101

Title: Effects of lysophosphatidic acid on calpain-mediated proteolysis of focal adhesion kinase in human prostate cancer cells.

Journal: The Prostate 20121101

Title: Discovery of highly selective and orally active lysophosphatidic acid receptor-1 antagonists with potent activity on human lung fibroblasts.

Journal: Journal of medicinal chemistry 20120913

Title: Effect of inhibition of the lysophosphatidic acid receptor 1 on metastasis and metastatic dormancy in breast cancer.

Journal: Journal of the National Cancer Institute 20120905

Title: Selective non-lipid modulator of LPA5 activity in human platelets.

Journal: Bioorganic & medicinal chemistry letters 20120815

Title: Synthesis and biological evaluation of optically active Ki16425.

Journal: Bioorganic & medicinal chemistry letters 20120701

Title: Gintonin, newly identified compounds from ginseng, is novel lysophosphatidic acids-protein complexes and activates G protein-coupled lysophosphatidic acid receptors with high affinity.

Journal: Molecules and cells 20120227

Title: Gintonin, a ginseng-derived lysophosphatidic acid receptor ligand, attenuates Alzheimer's disease-related neuropathies: involvement of non-amyloidogenic processing.

Journal: Journal of Alzheimer's disease : JAD 20120101

Title: Lysophosphatidic acid induces erythropoiesis through activating lysophosphatidic acid receptor 3.

Journal: Stem cells (Dayton, Ohio) 20111101

Title: Lysophosphatidic acid receptor 1 modulates lipopolysaccharide-induced inflammation in alveolar epithelial cells and murine lungs.

Journal: American journal of physiology. Lung cellular and molecular physiology 20111001

Title: TNF-α potentiates lysophosphatidic acid-induced COX-2 expression via PKD in human colonic myofibroblasts.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20110401

Title: Stimulatory actions of lysophosphatidic acid on mouse ATDC5 chondroprogenitor cells.

Journal: Journal of bone and mineral metabolism 20101101

Title: Diversity of lysophosphatidic acid receptor-mediated intracellular calcium signaling in early cortical neurogenesis.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20100526

Title: Synthesis, in vitro structure-activity relationship, and in vivo studies of 2-arylthiazolidine-4-carboxylic acid amides as anticancer agents.

Journal: Bioorganic & medicinal chemistry 20100115

Title: Regulation of cerebromicrovascular permeability by lysophosphatidic acid.

Journal: Microcirculation (New York, N.Y. : 1994) 20100101

Title: Lysophosphatidic acid stimulates prostaglandin E2 production in cultured stromal endometrial cells through LPA1 receptor.

Journal: Experimental biology and medicine (Maywood, N.J.) 20090801

Title: Lysophosphatidic Acid signals through specific lysophosphatidic Acid receptor subtypes to control key regenerative responses of human gingival and periodontal ligament fibroblasts.

Journal: Journal of periodontology 20090801

Title: Evidence for lysophosphatidic acid 1 receptor signaling in the early phase of neuropathic pain mechanisms in experiments using Ki-16425, a lysophosphatidic acid 1 receptor antagonist.

Journal: Journal of neurochemistry 20090401

Title: LPA1 receptors mediate stimulation, whereas LPA2 receptors mediate inhibition, of migration of pancreatic cancer cells in response to lysophosphatidic acid and malignant ascites.

Journal: Carcinogenesis 20090301

Title: Lysophosphatic acid modulates prostaglandin secretion in the bovine uterus.

Journal: Reproduction (Cambridge, England) 20090101

Title: Lysophosphatidic acid stimulates cell growth by different mechanisms in SKOV-3 and Caov-3 ovarian cancer cells: distinct roles for Gi- and Rho-dependent pathways.

Journal: Pharmacology 20090101

Title: Stimulatory role of lysophosphatidic acid in cyclooxygenase-2 induction by synovial fluid of patients with rheumatoid arthritis in fibroblast-like synovial cells.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20081001

Title: Lysophosphatidylserine stimulates chemotactic migration in U87 human glioma cells.

Journal: Biochemical and biophysical research communications 20080912

Title: Lysophosphatidic acid stimulates the proliferation and motility of malignant pleural mesothelioma cells through lysophosphatidic acid receptors, LPA1 and LPA2.

Journal: Cancer science 20080801

Title: Lysophosphatidylglycerol stimulates chemotactic migration in human natural killer cells.

Journal: Biochemical and biophysical research communications 20080718

Title: Lysophosphatidic acid protects cancer cells from histone deacetylase (HDAC) inhibitor-induced apoptosis through activation of HDAC.

Journal: The Journal of biological chemistry 20080613

Title: Identification of non-lipid LPA3 antagonists by virtual screening.

Journal: Bioorganic & medicinal chemistry 20080601

Title: Dioleoyl phosphatidic acid induces morphological changes through an endogenous LPA receptor in C6 glioma cells.

Journal: Archives of pharmacal research 20080501

Title: Bacteria induce CTGF and CYR61 expression in epithelial cells in a lysophosphatidic acid receptor-dependent manner.

Journal: International journal of medical microbiology : IJMM 20080401

Title: Lysophosphatidic acid-stimulated interleukin-6 and -8 synthesis through LPA1 receptors on human osteoblasts.

Journal: Archives of oral biology 20080301

Title: Lysophosphatidylserine induces calcium signaling through Ki16425/VPC32183-sensitive GPCR in bone marrow-derived mast cells and in C6 glioma and colon cancer cells.

Journal: Archives of pharmacal research 20080301

Title: Lysophosphatidic acid regulates blood glucose by stimulating myotube and adipocyte glucose uptake.

Journal: Journal of molecular medicine (Berlin, Germany) 20080201

Title: LPA1 receptor activation promotes renal interstitial fibrosis.

Journal: Journal of the American Society of Nephrology : JASN 20071201

Title: Lysophosphatidylglycerol stimulates chemotactic migration and tube formation in human umbilical vein endothelial cells.

Journal: Biochemical and biophysical research communications 20071123

Title: The orphan GPCR GPR87 was deorphanized and shown to be a lysophosphatidic acid receptor.

Journal: Biochemical and biophysical research communications 20071123

Title: Activatory properties of lysophosphatidic acid on human THP-1 cells.

Journal: Inflammation 20071001

Title: Synthesis and evaluation of isoxazole derivatives as lysophosphatidic acid (LPA) antagonists.

Journal: Bioorganic & medicinal chemistry letters 20070701

Title: Dioleoyl phosphatidic acid increases intracellular Ca2+ through endogenous LPA receptors in C6 glioma and L2071 fibroblasts.

Journal: Prostaglandins & other lipid mediators 20070601

Title: LPA2 (EDG4) mediates Rho-dependent chemotaxis with lower efficacy than LPA1 (EDG2) in breast carcinoma cells.

Journal: American journal of physiology. Cell physiology 20070501

Title: Lysophosphatidic acid stimulates neuronal differentiation of cortical neuroblasts through the LPA1-G(i/o) pathway.

Journal: Neurochemistry international 20070101

Title: Lysophosphatidic acid as a mediator for proinflammatory agonists in a human corneal epithelial cell line.

Journal: American journal of physiology. Cell physiology 20061101

Title: Protean agonism of the lysophosphatidic acid receptor-1 with Ki16425 reduces nerve growth factor-induced neurite outgrowth in pheochromocytoma 12 cells.

Journal: Journal of neurochemistry 20060901

Title: Integrin signalling regulates the nuclear localization and function of the lysophosphatidic acid receptor-1 (LPA1) in mammalian cells.

Journal: The Biochemical journal 20060815

Title: Lysophosphatidic acid induces chemotaxis in MC3T3-E1 osteoblastic cells.

Journal: Bone 20060701

Title: Lysophosphatidic acid cooperates with 1alpha,25(OH)2D3 in stimulating human MG63 osteoblast maturation.

Journal: Prostaglandins & other lipid mediators 20060701

Title: The basic secretagogue compound 48/80 activates G proteins indirectly via stimulation of phospholipase D-lysophosphatidic acid receptor axis and 5-HT1A receptors in rat brain sections.

Journal: British journal of pharmacology 20060301

Title: Lysophosphatidic acid is a major regulator of growth-regulated oncogene alpha in ovarian cancer.

Journal: Cancer research 20060301

Title: Lysophosphatidic acid (LPA)-induced vascular endothelial growth factor (VEGF) by mesothelial cells and quantification of host-derived VEGF in malignant ascites.

Journal: The Journal of surgical research 20060101

Title: Activatory properties of lysophosphatidic acid on human THP-1 cells.

Journal: Inflammation 20051201

Title: Synthesis, structure-activity relationships, and biological evaluation of fatty alcohol phosphates as lysophosphatidic acid receptor ligands, activators of PPARgamma, and inhibitors of autotaxin.

Journal: Journal of medicinal chemistry 20050728

Title: Identification of autotaxin as a neurite retraction-inducing factor of PC12 cells in cerebrospinal fluid and its possible sources.

Journal: Journal of neurochemistry 20050201

Title: Lysophosphatidic acid and autotaxin stimulate cell motility of neoplastic and non-neoplastic cells through LPA1.

Journal: The Journal of biological chemistry 20040423

Title: Lysophosphatidic acid (LPA) in malignant ascites stimulates motility of human pancreatic cancer cells through LPA1.

Journal: The Journal of biological chemistry 20040220

Title: Ki16425, a subtype-selective antagonist for EDG-family lysophosphatidic acid receptors.

Journal: Molecular pharmacology 20031001

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Tags:355025-24-0 Molecular Formula|355025-24-0 MDL|355025-24-0 SMILES|355025-24-0 Ki16425
Catalog No.: AA00C0TV
355025-24-0,MFCD06798341
355025-24-0 | Ki16425
Pack Size: 1mg
Purity: 98+%
in stock
$12.00 $8.00
Pack Size: 5mg
Purity: 98+%
in stock
$28.00 $19.00
Pack Size: 10mg
Purity: 98+%
in stock
$41.00 $29.00
Pack Size: 50mg
Purity: 98+%
in stock
$119.00 $83.00
Quantity
- +
Add to Card
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bulk Quotation Request
Technical Information
Catalog Number: AA00C0TV
Chemical Name: Ki16425
CAS Number: 355025-24-0
Molecular Formula: C23H23ClN2O5S
Molecular Weight: 474.9571
MDL Number: MFCD06798341
SMILES: OC(=O)CCSCc1ccc(cc1)c1onc(c1NC(=O)OC(c1ccccc1Cl)C)C
Properties
Complexity: 619  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 0  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 32  
Hydrogen Bond Acceptor Count: 7  
Hydrogen Bond Donor Count: 2  
Isotope Atom Count: 0  
Rotatable Bond Count: 10  
Undefined Atom Stereocenter Count: 1  
Undefined Bond Stereocenter Count: 0  
XLogP3: 4.5  
Downstream Synthesis Route
355025-13-7    355025-24-0 

[1]Sato,Takanao;Sugimoto,Kenji;Inoue,Asuka;Okudaira,Shinichi;Aoki,Junken;Tokuyama,Hidetoshi[BioorganicandMedicinalChemistryLetters,2012,vol.22,#13,p.4323-4326]

Literature fold

Title: Lysophosphatidic acid alters the expression profiles of angiogenic factors, cytokines, and chemokines in mouse liver sinusoidal endothelial cells.

Journal: PloS one20150101

Title: Effects of lysophosphatidic acid on calpain-mediated proteolysis of focal adhesion kinase in human prostate cancer cells.

Journal: The Prostate20121101

Title: Discovery of highly selective and orally active lysophosphatidic acid receptor-1 antagonists with potent activity on human lung fibroblasts.

Journal: Journal of medicinal chemistry20120913

Title: Effect of inhibition of the lysophosphatidic acid receptor 1 on metastasis and metastatic dormancy in breast cancer.

Journal: Journal of the National Cancer Institute20120905

Title: Selective non-lipid modulator of LPA5 activity in human platelets.

Journal: Bioorganic & medicinal chemistry letters20120815

Title: Synthesis and biological evaluation of optically active Ki16425.

Journal: Bioorganic & medicinal chemistry letters20120701

Title: Gintonin, newly identified compounds from ginseng, is novel lysophosphatidic acids-protein complexes and activates G protein-coupled lysophosphatidic acid receptors with high affinity.

Journal: Molecules and cells20120227

Title: Gintonin, a ginseng-derived lysophosphatidic acid receptor ligand, attenuates Alzheimer's disease-related neuropathies: involvement of non-amyloidogenic processing.

Journal: Journal of Alzheimer's disease : JAD20120101

Title: Lysophosphatidic acid induces erythropoiesis through activating lysophosphatidic acid receptor 3.

Journal: Stem cells (Dayton, Ohio)20111101

Title: Lysophosphatidic acid receptor 1 modulates lipopolysaccharide-induced inflammation in alveolar epithelial cells and murine lungs.

Journal: American journal of physiology. Lung cellular and molecular physiology20111001

Title: TNF-α potentiates lysophosphatidic acid-induced COX-2 expression via PKD in human colonic myofibroblasts.

Journal: American journal of physiology. Gastrointestinal and liver physiology20110401

Title: Stimulatory actions of lysophosphatidic acid on mouse ATDC5 chondroprogenitor cells.

Journal: Journal of bone and mineral metabolism20101101

Title: Diversity of lysophosphatidic acid receptor-mediated intracellular calcium signaling in early cortical neurogenesis.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience20100526

Title: Synthesis, in vitro structure-activity relationship, and in vivo studies of 2-arylthiazolidine-4-carboxylic acid amides as anticancer agents.

Journal: Bioorganic & medicinal chemistry20100115

Title: Regulation of cerebromicrovascular permeability by lysophosphatidic acid.

Journal: Microcirculation (New York, N.Y. : 1994)20100101

Title: Lysophosphatidic acid stimulates prostaglandin E2 production in cultured stromal endometrial cells through LPA1 receptor.

Journal: Experimental biology and medicine (Maywood, N.J.)20090801

Title: Lysophosphatidic Acid signals through specific lysophosphatidic Acid receptor subtypes to control key regenerative responses of human gingival and periodontal ligament fibroblasts.

Journal: Journal of periodontology20090801

Title: Evidence for lysophosphatidic acid 1 receptor signaling in the early phase of neuropathic pain mechanisms in experiments using Ki-16425, a lysophosphatidic acid 1 receptor antagonist.

Journal: Journal of neurochemistry20090401

Title: LPA1 receptors mediate stimulation, whereas LPA2 receptors mediate inhibition, of migration of pancreatic cancer cells in response to lysophosphatidic acid and malignant ascites.

Journal: Carcinogenesis20090301

Title: Lysophosphatic acid modulates prostaglandin secretion in the bovine uterus.

Journal: Reproduction (Cambridge, England)20090101

Title: Lysophosphatidic acid stimulates cell growth by different mechanisms in SKOV-3 and Caov-3 ovarian cancer cells: distinct roles for Gi- and Rho-dependent pathways.

Journal: Pharmacology20090101

Title: Stimulatory role of lysophosphatidic acid in cyclooxygenase-2 induction by synovial fluid of patients with rheumatoid arthritis in fibroblast-like synovial cells.

Journal: Journal of immunology (Baltimore, Md. : 1950)20081001

Title: Lysophosphatidylserine stimulates chemotactic migration in U87 human glioma cells.

Journal: Biochemical and biophysical research communications20080912

Title: Lysophosphatidic acid stimulates the proliferation and motility of malignant pleural mesothelioma cells through lysophosphatidic acid receptors, LPA1 and LPA2.

Journal: Cancer science20080801

Title: Lysophosphatidylglycerol stimulates chemotactic migration in human natural killer cells.

Journal: Biochemical and biophysical research communications20080718

Title: Lysophosphatidic acid protects cancer cells from histone deacetylase (HDAC) inhibitor-induced apoptosis through activation of HDAC.

Journal: The Journal of biological chemistry20080613

Title: Identification of non-lipid LPA3 antagonists by virtual screening.

Journal: Bioorganic & medicinal chemistry20080601

Title: Dioleoyl phosphatidic acid induces morphological changes through an endogenous LPA receptor in C6 glioma cells.

Journal: Archives of pharmacal research20080501

Title: Bacteria induce CTGF and CYR61 expression in epithelial cells in a lysophosphatidic acid receptor-dependent manner.

Journal: International journal of medical microbiology : IJMM20080401

Title: Lysophosphatidic acid-stimulated interleukin-6 and -8 synthesis through LPA1 receptors on human osteoblasts.

Journal: Archives of oral biology20080301

Title: Lysophosphatidylserine induces calcium signaling through Ki16425/VPC32183-sensitive GPCR in bone marrow-derived mast cells and in C6 glioma and colon cancer cells.

Journal: Archives of pharmacal research20080301

Title: Lysophosphatidic acid regulates blood glucose by stimulating myotube and adipocyte glucose uptake.

Journal: Journal of molecular medicine (Berlin, Germany)20080201

Title: LPA1 receptor activation promotes renal interstitial fibrosis.

Journal: Journal of the American Society of Nephrology : JASN20071201

Title: Lysophosphatidylglycerol stimulates chemotactic migration and tube formation in human umbilical vein endothelial cells.

Journal: Biochemical and biophysical research communications20071123

Title: The orphan GPCR GPR87 was deorphanized and shown to be a lysophosphatidic acid receptor.

Journal: Biochemical and biophysical research communications20071123

Title: Activatory properties of lysophosphatidic acid on human THP-1 cells.

Journal: Inflammation20071001

Title: Synthesis and evaluation of isoxazole derivatives as lysophosphatidic acid (LPA) antagonists.

Journal: Bioorganic & medicinal chemistry letters20070701

Title: Dioleoyl phosphatidic acid increases intracellular Ca2+ through endogenous LPA receptors in C6 glioma and L2071 fibroblasts.

Journal: Prostaglandins & other lipid mediators20070601

Title: LPA2 (EDG4) mediates Rho-dependent chemotaxis with lower efficacy than LPA1 (EDG2) in breast carcinoma cells.

Journal: American journal of physiology. Cell physiology20070501

Title: Lysophosphatidic acid stimulates neuronal differentiation of cortical neuroblasts through the LPA1-G(i/o) pathway.

Journal: Neurochemistry international20070101

Title: Lysophosphatidic acid as a mediator for proinflammatory agonists in a human corneal epithelial cell line.

Journal: American journal of physiology. Cell physiology20061101

Title: Protean agonism of the lysophosphatidic acid receptor-1 with Ki16425 reduces nerve growth factor-induced neurite outgrowth in pheochromocytoma 12 cells.

Journal: Journal of neurochemistry20060901

Title: Integrin signalling regulates the nuclear localization and function of the lysophosphatidic acid receptor-1 (LPA1) in mammalian cells.

Journal: The Biochemical journal20060815

Title: Lysophosphatidic acid induces chemotaxis in MC3T3-E1 osteoblastic cells.

Journal: Bone20060701

Title: Lysophosphatidic acid cooperates with 1alpha,25(OH)2D3 in stimulating human MG63 osteoblast maturation.

Journal: Prostaglandins & other lipid mediators20060701

Title: The basic secretagogue compound 48/80 activates G proteins indirectly via stimulation of phospholipase D-lysophosphatidic acid receptor axis and 5-HT1A receptors in rat brain sections.

Journal: British journal of pharmacology20060301

Title: Lysophosphatidic acid is a major regulator of growth-regulated oncogene alpha in ovarian cancer.

Journal: Cancer research20060301

Title: Lysophosphatidic acid (LPA)-induced vascular endothelial growth factor (VEGF) by mesothelial cells and quantification of host-derived VEGF in malignant ascites.

Journal: The Journal of surgical research20060101

Title: Activatory properties of lysophosphatidic acid on human THP-1 cells.

Journal: Inflammation20051201

Title: Synthesis, structure-activity relationships, and biological evaluation of fatty alcohol phosphates as lysophosphatidic acid receptor ligands, activators of PPARgamma, and inhibitors of autotaxin.

Journal: Journal of medicinal chemistry20050728

Title: Identification of autotaxin as a neurite retraction-inducing factor of PC12 cells in cerebrospinal fluid and its possible sources.

Journal: Journal of neurochemistry20050201

Title: Lysophosphatidic acid and autotaxin stimulate cell motility of neoplastic and non-neoplastic cells through LPA1.

Journal: The Journal of biological chemistry20040423

Title: Lysophosphatidic acid (LPA) in malignant ascites stimulates motility of human pancreatic cancer cells through LPA1.

Journal: The Journal of biological chemistry20040220

Title: Ki16425, a subtype-selective antagonist for EDG-family lysophosphatidic acid receptors.

Journal: Molecular pharmacology20031001

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