74397-12-9,MFCD00868275
Catalog No.:AA003R7L

74397-12-9 | Limaprost

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Purity
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1mg
≥98%
in stock  
$116.00   $81.00
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5mg
≥98%
in stock  
$509.00   $356.00
- +
10mg
≥98%
in stock  
$848.00   $593.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA003R7L
Chemical Name:
Limaprost
CAS Number:
74397-12-9
Molecular Formula:
C22H36O5
Molecular Weight:
380.5182
MDL Number:
MFCD00868275
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
Properties
Properties
 
Form:
Solid  
MP:
96 - 100°C  
Storage:
Keep in dry area;-20 ℃;  

Computed Properties
 
Complexity:
511  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Defined Bond Stereocenter Count:
2  
Heavy Atom Count:
27  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
13  
XLogP3:
4.1  

Downstream Synthesis Route
CASUnavailable 
  74397-12-9 

[1]Ono,Naoya;Tsuboi,Mie;Okamoto,Sentaro;Tanami,Tohru;Sato,Fumie[ChemistryLetters,1992,#10,p.2095-2098]

[2]CurrentPatentAssignee:CHANGZHOUBOHAIWEIMEDICALSCIENCETECH-CN105985371,2016,ALocationinpatent:Paragraph0200;0201;0202

[1]Inoue,Yasuo;Iohara,Daisuke;Sekiya,Noboru;Yamamoto,Masanobu;Ishida,Hiroyuki;Sakiyama,Yoko;Hirayama,Fumitoshi;Arima,Hidetoshi;Uekama,Kaneto[InternationalJournalofPharmaceutics,2016,vol.509,#1-2,p.338-347]

[1]CurrentPatentAssignee:UNITRISBIOPHARMACOLTD;JIANGSUHENGRUIMEDICINECO.,LTD.-CN104284886,2016,BLocationinpatent:Paragraph0112;0113

[1]Sun,Dong;Meng,Xiangjun;Ren,Tianming;Fawcett,JohnPaul;Wang,Hualu;Gu,Jingkai[JournaloftheAmericanSocietyforMassSpectrometry,2018,vol.29,#7,p.1365-1375]

CASUnavailable 
  74397-12-9   
CASUnavailable 

[1]Sun,Dong;Meng,Xiangjun;Ren,Tianming;Fawcett,JohnPaul;Wang,Hualu;Gu,Jingkai[JournaloftheAmericanSocietyforMassSpectrometry,2018,vol.29,#7,p.1365-1375]

Literature

Title: Discontinued cardiovascular drugs in 2013 and 2014.

Journal: Expert opinion on investigational drugs 20150101

Title: Limaprost reduces motor disturbances by increasing the production of insulin-like growth factor I in rats subjected to spinal cord injury.

Journal: Translational research : the journal of laboratory and clinical medicine 20101101

Title: Lumbar spinal stenosis: a brief review of the nonsurgical management.

Journal: Canadian journal of anaesthesia = Journal canadien d'anesthesie 20100701

Title: Pharmacokinetic characteristics of a vasodilatory and antiplatelet agent, limaprost alfadex, in the healthy Korean volunteers.

Journal: Clinical and applied thrombosis/hemostasis : official journal of the International Academy of Clinical and Applied Thrombosis/Hemostasis 20100601

Title: Limaprost alfadex improves myelopathy symptoms in patients with cervical spinal canal stenosis.

Journal: Spine 20090315

Title: Effects of the prostaglandin E1 analog limaprost on mechanical allodynia caused by chemotherapeutic agents in mice.

Journal: Journal of pharmacological sciences 20090301

Title: The efficacy of prostaglandin E1 derivative in patients with lumbar spinal stenosis.

Journal: Spine 20090115

Title: Resorption of thoracic disc herniation. Report of 2 cases.

Journal: Journal of neurosurgery. Spine 20080301

Title: Improved stability of Opalmon tablets under humid conditions IV: effect of polysaccharides and disintegrants on the stability and dissolution property of Opalmon tablets.

Journal: Chemical & pharmaceutical bulletin 20080101

Title: Stabilization mechanism of limaprost in solid dosage form.

Journal: International journal of pharmaceutics 20070629

Title: 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: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20070601

Title: Limaprost.

Journal: Drugs 20070101

Title: Effectiveness of prostaglandin E1 for the treatment of patients with neuropathic pain following herpes zoster.

Journal: Pain medicine (Malden, Mass.) 20070101

Title: Prostaglandin D2 and prostaglandin E2 accelerate the recovery of cutaneous barrier disruption induced by mechanical scratching in mice.

Journal: European journal of pharmacology 20050725

Title: Evaluation of antipruritic effects of several agents on scratching behavior by NC/Nga mice.

Journal: European journal of pharmacology 20040714

Title: Activation of extracellular signal-regulated protein kinase in dorsal horn neurons in the rat neuropathic intermittent claudication model.

Journal: Pain 20040501

Title: Mechanisms of prostaglandin E1-induced relaxation in penile resistance arteries.

Journal: The Journal of urology 20040201

Title: Effects of orally administered OP-1206 alpha-CD with loxoprofen-Na on walking dysfunction in the rat neuropathic intermittent claudication model.

Journal: Prostaglandins, leukotrienes, and essential fatty acids 20031001

Title: Effects of OP-1206 alpha-CD on walking dysfunction in the rat neuropathic intermittent claudication model: comparison with nifedipine, ticlopidine and cilostazol.

Journal: Prostaglandins & other lipid mediators 20030701

Title: Stimulation of intestinal epithelial restitution by prostaglandin E(1) analogue.

Journal: Cancer chemotherapy and pharmacology 20030301

Title: Bilateral scalp necrosis with giant cell arteritis.

Journal: The Journal of dermatology 20030301

Title: Correlation between methotrexate-induced intestinal damage and decrease in polyamine content.

Journal: Life sciences 20021227

Title: A synthetic analog of prostaglandin E(1) prevents the production of reactive oxygen species in the intestinal mucosa of methotrexate-treated rats.

Journal: Life sciences 20020719

Title: The effects of OP-1206 alpha-CD on walking dysfunction in the rat neuropathic intermittent claudication model.

Journal: Anesthesia and analgesia 20020601

Title: Effect of a synthetic analog of prostaglandin E1 on the intestinal mucosa of methotrexate-treated rats.

Journal: Anticancer research 20010101

Title: Tsuboi T, et al. Pharmacological evaluation of OP 1206, a prostaglandin E1 derivative, as an antianginal agent. Arch Int Pharmacodyn Ther. 1980 Sep;247(1):89-102.

Title: Swainston Harrison T, et al. Limaprost. Drugs. 2007;67(1):109-18; discussion 119-20.

Title: Murata K, et al. PGE1 Attenuates IL-1β-induced NGF Expression in Human Intervertebral Disc Cells. Spine (Phila Pa 1976). 2016 Jun;41(12):E710-6.

Quotation Request
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Additional Info:
SDS
Tags:74397-12-9 Molecular Formula|74397-12-9 MDL|74397-12-9 SMILES|74397-12-9 Limaprost
Catalog No.: AA003R7L
74397-12-9,MFCD00868275
74397-12-9 | Limaprost
Pack Size: 1mg
Purity: ≥98%
in stock
$116.00 $81.00
Pack Size: 5mg
Purity: ≥98%
in stock
$509.00 $356.00
Pack Size: 10mg
Purity: ≥98%
in stock
$848.00 $593.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA003R7L
Chemical Name: Limaprost
CAS Number: 74397-12-9
Molecular Formula: C22H36O5
Molecular Weight: 380.5182
MDL Number: MFCD00868275
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
Properties
Form: Solid  
MP: 96 - 100°C  
Storage: Keep in dry area;-20 ℃;  
Complexity: 511  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 5  
Defined Bond Stereocenter Count: 2  
Heavy Atom Count: 27  
Hydrogen Bond Acceptor Count: 5  
Hydrogen Bond Donor Count: 3  
Rotatable Bond Count: 13  
XLogP3: 4.1  
Downstream Synthesis Route
CASUnavailable 
  74397-12-9 

[1]Ono,Naoya;Tsuboi,Mie;Okamoto,Sentaro;Tanami,Tohru;Sato,Fumie[ChemistryLetters,1992,#10,p.2095-2098]

[2]CurrentPatentAssignee:CHANGZHOUBOHAIWEIMEDICALSCIENCETECH-CN105985371,2016,ALocationinpatent:Paragraph0200;0201;0202

74397-12-9    10016-20-3    88852-12-4 

[1]Inoue,Yasuo;Iohara,Daisuke;Sekiya,Noboru;Yamamoto,Masanobu;Ishida,Hiroyuki;Sakiyama,Yoko;Hirayama,Fumitoshi;Arima,Hidetoshi;Uekama,Kaneto[InternationalJournalofPharmaceutics,2016,vol.509,#1-2,p.338-347]

75554-83-5    74397-12-9 

[1]CurrentPatentAssignee:UNITRISBIOPHARMACOLTD;JIANGSUHENGRUIMEDICINECO.,LTD.-CN104284886,2016,BLocationinpatent:Paragraph0112;0113

74397-12-9    108-00-9    2230084-83-8 

[1]Sun,Dong;Meng,Xiangjun;Ren,Tianming;Fawcett,JohnPaul;Wang,Hualu;Gu,Jingkai[JournaloftheAmericanSocietyforMassSpectrometry,2018,vol.29,#7,p.1365-1375]

CASUnavailable 
  74397-12-9   
CASUnavailable 

[1]Sun,Dong;Meng,Xiangjun;Ren,Tianming;Fawcett,JohnPaul;Wang,Hualu;Gu,Jingkai[JournaloftheAmericanSocietyforMassSpectrometry,2018,vol.29,#7,p.1365-1375]

Literature fold

Title: Discontinued cardiovascular drugs in 2013 and 2014.

Journal: Expert opinion on investigational drugs20150101

Title: Limaprost reduces motor disturbances by increasing the production of insulin-like growth factor I in rats subjected to spinal cord injury.

Journal: Translational research : the journal of laboratory and clinical medicine20101101

Title: Lumbar spinal stenosis: a brief review of the nonsurgical management.

Journal: Canadian journal of anaesthesia = Journal canadien d'anesthesie20100701

Title: Pharmacokinetic characteristics of a vasodilatory and antiplatelet agent, limaprost alfadex, in the healthy Korean volunteers.

Journal: Clinical and applied thrombosis/hemostasis : official journal of the International Academy of Clinical and Applied Thrombosis/Hemostasis20100601

Title: Limaprost alfadex improves myelopathy symptoms in patients with cervical spinal canal stenosis.

Journal: Spine20090315

Title: Effects of the prostaglandin E1 analog limaprost on mechanical allodynia caused by chemotherapeutic agents in mice.

Journal: Journal of pharmacological sciences20090301

Title: The efficacy of prostaglandin E1 derivative in patients with lumbar spinal stenosis.

Journal: Spine20090115

Title: Resorption of thoracic disc herniation. Report of 2 cases.

Journal: Journal of neurosurgery. Spine20080301

Title: Improved stability of Opalmon tablets under humid conditions IV: effect of polysaccharides and disintegrants on the stability and dissolution property of Opalmon tablets.

Journal: Chemical & pharmaceutical bulletin20080101

Title: Stabilization mechanism of limaprost in solid dosage form.

Journal: International journal of pharmaceutics20070629

Title: 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: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences20070601

Title: Limaprost.

Journal: Drugs20070101

Title: Effectiveness of prostaglandin E1 for the treatment of patients with neuropathic pain following herpes zoster.

Journal: Pain medicine (Malden, Mass.)20070101

Title: Prostaglandin D2 and prostaglandin E2 accelerate the recovery of cutaneous barrier disruption induced by mechanical scratching in mice.

Journal: European journal of pharmacology20050725

Title: Evaluation of antipruritic effects of several agents on scratching behavior by NC/Nga mice.

Journal: European journal of pharmacology20040714

Title: Activation of extracellular signal-regulated protein kinase in dorsal horn neurons in the rat neuropathic intermittent claudication model.

Journal: Pain20040501

Title: Mechanisms of prostaglandin E1-induced relaxation in penile resistance arteries.

Journal: The Journal of urology20040201

Title: Effects of orally administered OP-1206 alpha-CD with loxoprofen-Na on walking dysfunction in the rat neuropathic intermittent claudication model.

Journal: Prostaglandins, leukotrienes, and essential fatty acids20031001

Title: Effects of OP-1206 alpha-CD on walking dysfunction in the rat neuropathic intermittent claudication model: comparison with nifedipine, ticlopidine and cilostazol.

Journal: Prostaglandins & other lipid mediators20030701

Title: Stimulation of intestinal epithelial restitution by prostaglandin E(1) analogue.

Journal: Cancer chemotherapy and pharmacology20030301

Title: Bilateral scalp necrosis with giant cell arteritis.

Journal: The Journal of dermatology20030301

Title: Correlation between methotrexate-induced intestinal damage and decrease in polyamine content.

Journal: Life sciences20021227

Title: A synthetic analog of prostaglandin E(1) prevents the production of reactive oxygen species in the intestinal mucosa of methotrexate-treated rats.

Journal: Life sciences20020719

Title: The effects of OP-1206 alpha-CD on walking dysfunction in the rat neuropathic intermittent claudication model.

Journal: Anesthesia and analgesia20020601

Title: Effect of a synthetic analog of prostaglandin E1 on the intestinal mucosa of methotrexate-treated rats.

Journal: Anticancer research20010101

Title: Tsuboi T, et al. Pharmacological evaluation of OP 1206, a prostaglandin E1 derivative, as an antianginal agent. Arch Int Pharmacodyn Ther. 1980 Sep;247(1):89-102.

Title: Swainston Harrison T, et al. Limaprost. Drugs. 2007;67(1):109-18; discussion 119-20.

Title: Murata K, et al. PGE1 Attenuates IL-1β-induced NGF Expression in Human Intervertebral Disc Cells. Spine (Phila Pa 1976). 2016 Jun;41(12):E710-6.

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