HU-243

Base Information

• Chemical Name: HU-243
• CAS No.: 140835-14-9
• Molecular Formula: C25H40 O3
• Molecular Weight: 388.591
• UNII: SKGOA1RZCT
• DSSTox Substance ID: DTXSID30161476
• Nikkaji Number: J485.526D
• Wikipedia: HU-243
• Wikidata: Q83029898
• ChEMBL ID: CHEMBL85071
• Mol file: 140835-14-9.mol

Synonyms:11-hydroxy-3-(1',1'-dimethylheptyl)hexahydrocannabinol;11-hydroxy-3-(1',1'-dimethylheptyl)hexahydrocannabinol, (+-)-(6AA,9A,10AB)-stereoisomer;11-hydroxy-3-(1',1'-dimethylheptyl)hexahydrocannabinol, (+-)-(6AA,9B,10AB)-stereoisomer;11-hydroxy-3-(1',1'-dimethylheptyl)hexahydrocannabinol, (6AR-(6AA,9B,10AB))-stereoisomer;11-hydroxy-3-(1',1'-dimethylheptyl)hexahydrocannabinol, (6AS-(6AA,9A,10AB))-stereoisomer;11-hydroxy-3-(1',1'-dimethylheptyl)hexahydrocannabinol, (6AS-(6AA,9B,10AB))-stereoisomer;HDHHC

Chemical Property of HU-243

Chemical Property:

• PSA: 49.69000
• LogP: 6.30340
• XLogP3: 7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 388.29774513
• Heavy Atom Count: 28
• Complexity: 500

Purity/Quality:

99% ^*data from raw suppliers

HU-243 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC(C)(C)C1=CC(=C2C3CC(CCC3C(OC2=C1)(C)C)CO)O
• Isomeric SMILES: CCCCCCC(C)(C)C1=CC(=C2[C@@H]3C[C@@H](CC[C@H]3C(OC2=C1)(C)C)CO)O
• General Description: 11-Hydroxy-3-(1',1'-dimethylheptyl)hexahydrocannabinol (also known as AM 4056 or HU 243) is a high-affinity cannabinoid agonist with significant pharmacological potency, particularly in its (-)-enantiomer form, which demonstrates markedly stronger effects in catalepsy, hypoactivity, hypothermia, and antinociception compared to its (+)-enantiomer. 11-hydroxy-3-(1',1'-dimethylheptyl)hexahydrocannabinol, along with its structural analogs, exhibits exceptional binding affinity to the cannabinoid receptor, with some derivatives showing sub-nanomolar dissociation constants (e.g., 45 pM), surpassing other well-known ligands like CP-55940. Its hydrogenated epimers further highlight the influence of stereochemistry on receptor interaction and in vivo activity, making it a valuable probe for cannabinoid receptor studies.

Technology Process of HU-243

There total 7 articles about HU-243 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

dexanabinol (112924-45-5,137428-19-4,112830-95-2) → [3H]-HU 243 (140835-14-9) + (6aR,9S,10aR)-3-(1,1-Dimethyl-heptyl)-9-hydroxymethyl-6,6-dimethyl-6a,7,8,9,10,10a-hexahydro-6H-benzo[c]chromen-1-ol

Guidance literature:

With (S,S)-2,3-O-isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)butane; tris(phenylphosphine)rhodium(I) chloride; In ethanol; at 140 ℃; for 48h; under 10336 Torr; Yields of byproduct given;

DOI:10.1021/jm00089a018

Reference yield:

nabilone → [3H]-HU 243 (140835-14-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 93 percent / K₂CO₃, 18-crown-6 / acetone / 5 h / Heating

2: 1.) n-butyllithium / 1.) hexane, Et₂O, -60 deg C, 15 min, 2.) hexane, Et₂O, RT, 48 h

3: aq. conc. HCl / hexane; diethyl ether / 24 h

4: 68 percent / H₂ / Pd/C / ethanol / 5 h / 2068.6 Torr / Ambient temperature

5: 79 percent / lithium tri-tert-butoxyaluminohydride / tetrahydrofuran / 1 h / 0 °C

With hydrogenchloride; n-butyllithium; lithium tri(t-butoxy)aluminum hydride; 18-crown-6 ether; hydrogen; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; hexane; acetone;

DOI:10.1021/jm00042a015

Reference yield:

nabilone benzylate → [3H]-HU 243 (140835-14-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) n-butyllithium / 1.) hexane, Et₂O, -60 deg C, 15 min, 2.) hexane, Et₂O, RT, 48 h

2: aq. conc. HCl / hexane; diethyl ether / 24 h

3: 68 percent / H₂ / Pd/C / ethanol / 5 h / 2068.6 Torr / Ambient temperature

4: 79 percent / lithium tri-tert-butoxyaluminohydride / tetrahydrofuran / 1 h / 0 °C

With hydrogenchloride; n-butyllithium; lithium tri(t-butoxy)aluminum hydride; hydrogen; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; hexane;

DOI:10.1021/jm00042a015

upstream raw materials:

dexanabinol

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 140835-14-9 11-hydroxy-3-(1',1'-dimethylheptyl)hexahydrocannabinol

Send

Send

Metric Ton KG G Pound L ML

Send

Send