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Encyclopedia > Ajulemic acid
Ajulemic acid
Systematic (IUPAC) name
(6aR,10aR) 3-(1,1-dimethylheptyl)-6a,7,10,10a-tetrahydro-1-hydroxy-6,6-dimethyl- 6H-Dibenzo(b,d)pyran-9-carboxylic acid
Identifiers
CAS number 137945-48-3
ATC code  ?
PubChem 3083542
Chemical data
Formula C25H36O4 
Mol. mass 400.551 g/mol
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.

? IUPAC nomenclature is a system of naming chemical compounds and of describing the science of chemistry in general. ... CAS registry numbers are unique numerical identifiers for chemical compounds, polymers, biological sequences, mixtures and alloys. ... The Anatomical Therapeutic Chemical Classification System is used for the classification of drugs. ... PubChem is a database of chemical molecules. ... This article does not cite its references or sources. ... General Name, Symbol, Number carbon, C, 6 Chemical series nonmetals Group, Period, Block 14, 2, p Appearance black (graphite) colorless (diamond) Standard atomic weight 12. ... General Name, Symbol, Number hydrogen, H, 1 Chemical series nonmetals Group, Period, Block 1, 1, s Appearance colorless Atomic mass 1. ... General Name, Symbol, Number oxygen, O, 8 Chemical series nonmetals, chalcogens Group, Period, Block 16, 2, p Appearance colorless (gas) very pale blue (liquid) Standard atomic weight 15. ... The molecular mass (abbreviated MM) of a substance, formerly also called molecular weight and abbreviated as MW, is the mass of one molecule of that substance, relative to the unified atomic mass unit u (equal to 1/12 the mass of one atom of carbon-12). ... In pharmacology, bioavailability is used to describe the fraction of an administered dose of unchanged drug that reaches the systemic circulation, one of the principal pharmacokinetic properties of drugs. ... Drug metabolism is the metabolism of drugs, their biochemical modification or degradation, usually through specialized enzymatic systems. ... It has been suggested that Effective half-life be merged into this article or section. ... Excretion is the process of eliminating waste products of metabolism and other materials that are of no use. ... The pregnancy category of a pharmaceutical agent is an assessment of the risk of fetal injury due to the pharmaceutical, if it is used as directed by the mother during pregnancy. ...

Legal status
Routes  ?

Ajulemic acid (IP-751) is a synthetic cannabinoid derivative of the non-psychoactive THC metabolite 11-carboxy-THC which shows useful analgesic and anti-inflammatory effects without causing a subjective "high".[1] It is being developed for the treatment of neuropathic pain and inflammatory conditions such as arthritis.[2] It does not however share the anti-emetic effects of other cannabinoids but may be useful for treating pain and chronic inflammatory conditions where nausea is not present.[3] Side effects include dry mouth, tiredness and dizziness. The mechanism of action has not yet been established, but ajulemic acid may activate the CB1 receptor in a different way to psychoactive cannabinoids. [4] The regulation of therapeutic goods, that is drugs and therapeutic devices, varies by jurisdiction. ... In pharmacology and toxicology, a route of administration is the path by which a drug, fluid, poison or other substance is brought into contact with the body 1. ... In chemistry, chemical synthesis is purposeful execution of chemical reactions in order to get a product, or several products. ... Cannabinoids are a group of chemicals which activate the bodys cannabinoid receptors. ... Tetrahydrocannabinol, also known as THC, Δ9-THC, Δ9-tetrahydrocannabinol (delta-9-tetrahydrocannabinol), Δ¹-tetrahydrocannabinol (using an older numbering scheme), or dronabinol, is the main psychoactive substance found in the Cannabis plant. ... A metabolite is the product of metabolism. ... This article or section does not adequately cite its references or sources. ... Anti-inflammatory refers to the property of a substance or treatment that reduces inflammation. ... Neuropathy is a disease of the peripheral nervous system. ... Arthritis (from Greek arthro-, joint + -itis, inflammation; plural: arthritides) is a group of conditions where there is damage caused to the joints of the body. ... An antiemetic is a drug that is effective against vomiting and nausea. ...


References

  1. ^ Burstein SH, Karst M, Schneider U, Zurier RB. Ajulemic acid: A novel cannabinoid produces analgesia without a "high". Life Sciences. 2004 Aug 6;75(12):1513-22.
  2. ^ Mitchell VA, Aslan S, Safaei R, Vaughan CW. Effect of the cannabinoid ajulemic acid on rat models of neuropathic and inflammatory pain. Neuroscience Letters. 2005 Jul 15;382(3):231-5.
  3. ^ Burstein S. Ajulemic acid (IP-751): synthesis, proof of principle, toxicity studies, and clinical trials. AAPS Journal. 2005 Jun 29;7(1):E143-8.
  4. ^ Vann RE, Cook CD, Martin BR, Wiley JL. Cannabimimetic properties of ajulemic acid. Journal of Pharmacology and Experimental Therapeutics. 2007 Feb;320(2):678-86.
v • d • e
Cannabinoids

Anandamide • 2-AG • CBD • CBDV • CBN • CBG • CBV • CBL • CP 55,940 • HU-210 • WIN 55,212-2 • Nabilone • Nabitan • Levonantradol • THC • 11-Hydroxy-THC • THCV • JWH-133 • URB597  • URB754 • Rimonabant • AM251 • THC-O-phosphate • THC-O-acetate • Parahexyl • Ajulemic acid Cannabinoids are a group of chemicals which activate the bodys cannabinoid receptors. ... Anandamide, also known as arachidonoylethanolamine or AEA, is a naturally occurring endogenous cannabinoid neurotransmitter found in the brain of animals, as well as other organs. ... ... Cannabidiol, also known as CBD, is a non-psychoactive cannabinoid found in the hemp plant Cannabis sativa. ... Cannabidivarine, also known as cannabidivarol or CBDV, is a non_psychoactive cannabinoid found in minor amounts in the hemp plant Cannabis sativa. ... Cannabinol, also known as CBN, is a non_psychoactive cannabinoid found in the hemp plant Cannabis sativa. ... Cannabivarin, also known as cannabivarol or CBV, is a non_psychoactive cannabinoid found in minor amounts in the hemp plant Cannabis sativa. ... Chemical structure of CP 55,940 CP 55,940, also written as CP55940, CP55,940, CP-55940, CP-55,940, and CP 55940, is a cannabinoid which mimics the effects of naturally occurring THC (the psychoactive compound found in marijuana). ... HU-210 HU-210 (CAS# 112830-95-2) is a synthetic cannabinoid that was discovered around 1988 in the group of Dr Raphael Mechoulam at the Hebrew University. ... WIN 55,212-2 is a chemical agent in the Cannabinoid family. ... Nabilone is a cannabinoid with therapeutic use as an antiemetic. ... Levonantradol is a synthetic cannabinoid analog of dronabinol (Marinol). ... Tetrahydrocannabinol, also known as THC, Δ9-THC, Δ9-tetrahydrocannabinol (delta-9-tetrahydrocannabinol), Δ¹-tetrahydrocannabinol (using an older numbering scheme), or dronabinol, is the main psychoactive substance found in the Cannabis plant. ... 11-hydroxy-THC is the primary active Δ9-THC metabolite. ... Tetrahydrocannabivarin, also known as tetrahydrocannabivarol, THCV, or THV, is a psychoactive cannabinoid found in minor amounts in the hemp plant Cannabis sativa. ... JWH-133 is a potent selective CB2 receptor agonist. ... URB597 urb597 In pre-clinical laboratory tests researchers found URB597 increased the production of endocannabinoids by blocking their degradation, resulting in measurable antidepressant effects. ... urb754 2-Arachidonoyl glycerol (2-AG) is an endogenous agonist of the central cannabinoid receptor (CB1) receptor. ... Rimonabant (SR141716) is an anorectic anti-obesity drug. ... AM251 is a CB1 cannabinoid receptor antagonist. ... THC phosphate ester is a water soluble derivative of THC, invented in 1978 in an attempt to get around the poor water solubility of THC and make it easier to inject for the purposes of animal research into its pharmacology and mechanism of action. ... Parahexyl (Synhexyl, n-hexyl-Δ3THC) is a synthetic analogue of THC, which was invented in the 1950s during attempts to elucidate the structure of Δ9THC, the active component of cannabis. ...



 
 

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