Movatterモバイル変換


[0]ホーム

URL:


Jump to content
WikipediaThe Free Encyclopedia
Search

JWH-138

From Wikipedia, the free encyclopedia
Chemical compound

Pharmaceutical compound
JWH-138
Identifiers
  • (6aR,10aR)-6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-octyl-6H-Dibenzo[b,d]pyran-1-ol
CAS Number
PubChemCID
Chemical and physical data
FormulaC24H36O2
Molar mass356.550 g·mol−1
3D model (JSmol)
  • OC1=C2[C@]3([C@](C(C)(C)OC2=CC(CCCCCCCC)=C1)(CCC(C)=C3)[H])[H]
  • InChI=InChI=1S/C24H36O2/c1-5-6-7-8-9-10-11-18-15-21(25)23-19-14-17(2)12-13-20(19)24(3,4)26-22(23)16-18/h14-16,19-20,25H,5-13H2,1-4H3/t19-,20-/m1/s1
  • Key:SFWRRSGOJSILSQ-WOJBJXKFSA-N

JWH-138 (THC-Octyl,Δ8-THC-C8) is a syntheticcannabinoid first synthesized by Roger Adams and studied heavily byJohn W. Huffman, with aKi of 8.5nM at the CB1cannabinoid receptor.[1] THC-Octyl and its hydrogenated analog HHC-Octyl was synthesized and studied by Roger Adams as early as 1942.[2]

Isomers

[edit]
Δ3-THC-C8
Δ9-THC-C8 (tetrahydrocannabioctyl), CAS# 2552798-63-5

The Δ36a(10a) isomer was synthesised in 1941, but was found to be slightly less active thanΔ3-THC itself.[3] The alternate isomer Δ9-THC-C8 has also been synthesised,[4] and both the Δ8 and Δ9 isomers are included within the definition of an "intoxicating cannabinoid" in Colorado under the nametetrahydrocannabioctyl,[5] but it is unclear if it has been identified as a natural product. Tetrahydrocannabioctyl is sometimes referred to as THC-Octyl or THC-O, which may cause confusion withTHC-O-acetate which is commonly known as THC-O on packaging forgrey marketvaping liquids sold for use in humans. Both Δ8 and Δ9 (C8)-THC have been sold asdesigner drugs, first identified in Denmark in August 2024.[6]

See also

[edit]

References

[edit]
  1. ^Martin BR, Jefferson R, Winckler R, Wiley JL, Huffman JW, Crocker PJ, et al. (September 1999). "Manipulation of the tetrahydrocannabinol side chain delineates agonists, partial agonists, and antagonists".The Journal of Pharmacology and Experimental Therapeutics.290 (3):1065–1079.PMID 10454479.
  2. ^Adams R, Loewe S, Smith CM, McPhee WD (1942). "Tetrahydrocannabinol Homologs and Analogs with Marihuana Activity. XIII1".Journal of the American Chemical Society.64 (3):694–697.doi:10.1021/ja01255a061.
  3. ^Adams R, Loewe S, Jelinek C, Wolff H (July 1941). "Tetrahydrocannabinol Homologs with Marihuana Activity. IX".Journal of the American Chemical Society.63 (7):1971–1973.doi:10.1021/ja01852a052.
  4. ^WO application 2020232545, Abdur-Rashid K, Jia W, Abdur-Rashid K, "Catalytic cannabinoid processes and precursors", published 2020-11-26, assigned to Kare Chemical Technologies Inc.. 
  5. ^"Senate Bill 23-271"(PDF).General Assembly. State of Colorado.
  6. ^European Drug Report 2025: Trends and Developments
Phytocannabinoids
(comparison)
Cannabibutols
Cannabichromenes
Cannabicyclols
Cannabidiols
Cannabielsoins
Cannabigerols
Cannabiphorols
Cannabinols
Cannabitriols
Cannabivarins
Delta-3-tetrahydrocannabinols
Delta-4-tetrahydrocannabinols
Delta-7-tetrahydrocannabinols
Delta-8-tetrahydrocannabinols
Delta-9-tetrahydrocannabinols
Delta-10-Tetrahydrocannabinols
Delta-11-Tetrahydrocannabinols
Miscellaneous cannabinoids
Active metabolites
Endocannabinoids
Synthetic
cannabinoid
receptor
agonists /
neocannabinoids
Classical cannabinoids
(dibenzopyrans)
Non-classical
cannabinoids
Adamantoylindoles
Benzimidazoles
Benzoylindoles
Cyclohexylphenols
Eicosanoids
Indazole-3-
carboxamides
Indole-3-carboxamides
Indole-3-carboxylates
Naphthoylindazoles
Naphthoylindoles
Naphthoylpyrroles
Naphthylmethylindenes
Naphthylmethylindoles
Phenylacetylindoles
Pyrazolecarboxamides
Tetramethylcyclo-
propanoylindazoles
Tetramethylcyclo-
propanoylindoles
Others
AllostericCBRTooltip Cannabinoid receptorligands
Endocannabinoid
enhancers

(inactivation inhibitors)
Anticannabinoids
(antagonists/inverse
agonists/antibodies)


Stub icon

Thiscannabinoid related article is astub. You can help Wikipedia byexpanding it.

Retrieved from "https://en.wikipedia.org/w/index.php?title=JWH-138&oldid=1295033113"
Categories:
Hidden categories:

[8]ページ先頭

©2009-2025 Movatter.jp