78606-80-1 Usage
Description
5(S),6(R),7-TRIHYDROXYHEPTANOIC ACID, METHYL ESTER, also known as BML-111, is a novel truncated analog of lipoxin A4 that retains its anti-inflammatory activity. It is characterized by its unique structure with three hydroxyl groups at the 5(S), 6(R), and 7 positions, and a methyl ester group. BML-111 has demonstrated various biological activities, including inhibiting leukocyte chemotaxis, attenuating acute lung injury, displaying hepatoprotective effects, limiting inflammatory damage in the cerebral cortex, and attenuating renal ischemia/reperfusion injury.
Uses
Used in Pharmaceutical Industry:
5(S),6(R),7-TRIHYDROXYHEPTANOIC ACID, METHYL ESTER is used as a potent lipoxin A4 agonist for its anti-inflammatory properties. It can be employed in the development of drugs targeting various inflammatory conditions, such as asthma, arthritis, and inflammatory bowel disease.
Used in Research Applications:
5(S),6(R),7-TRIHYDROXYHEPTANOIC ACID, METHYL ESTER is used as a research tool for studying the mechanisms of lipoxin A4 signaling and its role in inflammation. It can help researchers understand the molecular pathways involved in the resolution of inflammation and identify potential therapeutic targets for the treatment of inflammatory diseases.
Used in Drug Discovery:
5(S),6(R),7-TRIHYDROXYHEPTANOIC ACID, METHYL ESTER is used as a lead compound in drug discovery efforts to develop new anti-inflammatory agents. Its unique structure and biological activities make it a promising candidate for the development of novel therapeutics with improved efficacy and safety profiles.
Used in Neuroprotection:
5(S),6(R),7-TRIHYDROXYHEPTANOIC ACID, METHYL ESTER is used as a neuroprotective agent for its ability to limit inflammatory damage in the cerebral cortex and help maintain blood-brain barrier integrity in models of ischemic stroke. This makes it a potential therapeutic agent for the treatment of neurological disorders associated with inflammation and oxidative stress.
Used in Organ Protection:
5(S),6(R),7-TRIHYDROXYHEPTANOIC ACID, METHYL ESTER is used as an organ-protective agent for its hepatoprotective effects in acetaminophen-induced liver injury and its ability to attenuate renal ischemia/reperfusion injury. This suggests its potential use in the development of therapies for liver and kidney diseases, as well as other conditions involving organ damage and inflammation.
References
1) Lee et al. (1991), Inhibition of leukotriene B4-induced neutrophil migration by lipoxin A4: structure-function relationships; Biochem. Biophys. Res. Commun., 180 1416
2) Li et al. (2013), BML-111 attenuates hemorrhagic shock-induced acute lung injury through inhibiting activation of mitogen-activated protein kinase pathway in rats; J. Surg. Res., 183 710
3) El-Agamy et al. (2014), Protective effects of BML-111 against acetaminophen-induced acute liver injury in mice; J. Physiol. Biochem., 70 141
4) Hawkins et al. (2014), Neurovascular protection by post-ischemic intravenous injections of the lipoxin A4 receptor agonist, BML-111, in a rat model of ischemic stroke; J. Neurochem., 129 130
5) Wu et al. (2016), BML-111-Attenuates renal Ischemia/Reperfusion Injury via Peroxisome Proliferator-Activates Receptor-α-Regulated Heme Oxygenase-1; Inflammation, 39 611
Check Digit Verification of cas no
The CAS Registry Mumber 78606-80-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,8,6,0 and 6 respectively; the second part has 2 digits, 8 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 78606-80:
(7*7)+(6*8)+(5*6)+(4*0)+(3*6)+(2*8)+(1*0)=161
161 % 10 = 1
So 78606-80-1 is a valid CAS Registry Number.
78606-80-1Relevant articles and documents
Benzo lipoxin analogues
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Page/Page column 15, (2008/06/13)
Benzolipoxin analogs, methods of their preparation and pharmaceutical compositions containing the compounds are provided. The compounds and compositions are useful in methods for treatment of various diseases, including, inflammation, autoimmune disease a
Total synthesis of lipoxin A4 and lipoxin B4 from butadiene
Rodríguez,Nomen,Spur,Godfroid,Lee
, p. 823 - 826 (2007/10/03)
The total synthesis of LXA4 and LXB4 has been achieved starting from butadiene via palladium catalyzed telomerization. Sharpless catalytic AE and C-2 inversion of the 2(S),3(S)-epoxy alcohols, using Myers CO2/Cs2CO3 procedure, generated the asymmetric centers. The flexibility of the strategy allows an easy access to the linear eicosanoids. (C) 2000 Elsevier Science Ltd.
A STEREOCONTROLLED AND EFFECTIVE SYNTHESIS OF LEUKOTRIENE B (1).
Corey, E. J.,Marfat, Anthony,Munroe, John,Kim, Kwan Soo,Hopkins, Paul B.,Brion, Francis
, p. 1077 - 1080 (2007/10/02)
An efficient synthesis of leukotriene B (1) is reported which renders this important substance accessible in quantity.The process is convergent and includes a novel method for stereospecific generation of the conjugated triene unit.
