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Limaprost

CAS No.:
74397-12-9
Catalog Number:
AG003RAD
Molecular Formula:
C22H36O5
Molecular Weight:
380.5182
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥98%
1 week
United States
$147
- +
2mg
99%
1 week
United States
$240
- +
5mg
99%
1 week
United States
$423
- +
10mg
≥98%
1 week
United States
$735
- +
50mg
99%
1 week
United States
$2807
- +
Product Description
Catalog Number:
AG003RAD
Chemical Name:
Limaprost
CAS Number:
74397-12-9
Molecular Formula:
C22H36O5
Molecular Weight:
380.5182
MDL Number:
MFCD00868275
IUPAC Name:
(E)-7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S,5S)-3-hydroxy-5-methylnon-1-enyl]-5-oxocyclopentyl]hept-2-enoic acid
InChI:
InChI=1S/C22H36O5/c1-3-4-9-16(2)14-17(23)12-13-19-18(20(24)15-21(19)25)10-7-5-6-8-11-22(26)27/h8,11-13,16-19,21,23,25H,3-7,9-10,14-15H2,1-2H3,(H,26,27)/b11-8+,13-12+/t16-,17+,18+,19+,21+/m0/s1
InChI Key:
OJZYRQPMEIEQFC-UAWLTFRCSA-N
SMILES:
CCCC[C@@H](C[C@@H](/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CCCC/C=C/C(=O)O)O)C
UNII:
L02U804092
Properties
Complexity:
511  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Defined Bond Stereocenter Count:
2  
Exact Mass:
380.256g/mol
Formal Charge:
0
Heavy Atom Count:
27  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
380.525g/mol
Monoisotopic Mass:
380.256g/mol
Rotatable Bond Count:
13  
Topological Polar Surface Area:
94.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4.1  
Literature
Title Journal
Discontinued cardiovascular drugs in 2013 and 2014. Expert opinion on investigational drugs 20150101
Limaprost reduces motor disturbances by increasing the production of insulin-like growth factor I in rats subjected to spinal cord injury. Translational research : the journal of laboratory and clinical medicine 20101101
Lumbar spinal stenosis: a brief review of the nonsurgical management. Canadian journal of anaesthesia = Journal canadien d'anesthesie 20100701
Pharmacokinetic characteristics of a vasodilatory and antiplatelet agent, limaprost alfadex, in the healthy Korean volunteers. Clinical and applied thrombosis/hemostasis : official journal of the International Academy of Clinical and Applied Thrombosis/Hemostasis 20100601
Limaprost alfadex improves myelopathy symptoms in patients with cervical spinal canal stenosis. Spine 20090315
Effects of the prostaglandin E1 analog limaprost on mechanical allodynia caused by chemotherapeutic agents in mice. Journal of pharmacological sciences 20090301
The efficacy of prostaglandin E1 derivative in patients with lumbar spinal stenosis. Spine 20090115
Resorption of thoracic disc herniation. Report of 2 cases. Journal of neurosurgery. Spine 20080301
Improved stability of Opalmon tablets under humid conditions IV: effect of polysaccharides and disintegrants on the stability and dissolution property of Opalmon tablets. Chemical & pharmaceutical bulletin 20080101
Stabilization mechanism of limaprost in solid dosage form. International journal of pharmaceutics 20070629
Ultra sensitive determination of limaprost, a prostaglandin E1 analogue, in human plasma using on-line two-dimensional reversed-phase liquid chromatography-tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20070601
Limaprost. Drugs 20070101
Effectiveness of prostaglandin E1 for the treatment of patients with neuropathic pain following herpes zoster. Pain medicine (Malden, Mass.) 20070101
Prostaglandin D2 and prostaglandin E2 accelerate the recovery of cutaneous barrier disruption induced by mechanical scratching in mice. European journal of pharmacology 20050725
Evaluation of antipruritic effects of several agents on scratching behavior by NC/Nga mice. European journal of pharmacology 20040714
Activation of extracellular signal-regulated protein kinase in dorsal horn neurons in the rat neuropathic intermittent claudication model. Pain 20040501
Mechanisms of prostaglandin E1-induced relaxation in penile resistance arteries. The Journal of urology 20040201
Effects of orally administered OP-1206 alpha-CD with loxoprofen-Na on walking dysfunction in the rat neuropathic intermittent claudication model. Prostaglandins, leukotrienes, and essential fatty acids 20031001
Effects of OP-1206 alpha-CD on walking dysfunction in the rat neuropathic intermittent claudication model: comparison with nifedipine, ticlopidine and cilostazol. Prostaglandins & other lipid mediators 20030701
Stimulation of intestinal epithelial restitution by prostaglandin E(1) analogue. Cancer chemotherapy and pharmacology 20030301
Bilateral scalp necrosis with giant cell arteritis. The Journal of dermatology 20030301
Correlation between methotrexate-induced intestinal damage and decrease in polyamine content. Life sciences 20021227
A synthetic analog of prostaglandin E(1) prevents the production of reactive oxygen species in the intestinal mucosa of methotrexate-treated rats. Life sciences 20020719
The effects of OP-1206 alpha-CD on walking dysfunction in the rat neuropathic intermittent claudication model. Anesthesia and analgesia 20020601
Effect of a synthetic analog of prostaglandin E1 on the intestinal mucosa of methotrexate-treated rats. Anticancer research 20010101
Properties