MMB-5Br-INACA (methyl (2S)-2-[(5-bromo-1H-indazole-3-carbonyl)amino]-3-methylbutanoate) is a synthetic cannabinoid featuring a 5-bromo-1H-indazole-3-carboxamide core bearing an MMB (methyl 3-methylbutanoate/isopropyl) tail. Distinguished from the MDMB series by the absence of one methyl substituent on the terminal alkyl group, this compound offers a point of comparison for understanding how tail branching influences cannabinoid receptor interactions.
Molecular Identity
| Parameter | Value |
|---|---|
| Common Name | MMB-5Br-INACA |
| IUPAC Name | Methyl (2S)-2-[(5-bromo-1H-indazole-3-carbonyl)amino]-3-methylbutanoate |
| Molecular Formula | C₁₄H₁₆BrN₃O₃ |
| Molecular Weight | 354.20 g/mol |
| InChI Key | RXTFXWHQSYFULF-NSHDSACASA-N |
| SMILES | COC(=O)[C@H](C(C)C)NC(=O)c1n[nH]c2c1cc(Br)cc2 |
| PubChem CID | 165362478 |
MMB vs MDMB Tail Comparison
The MMB tail (methyl 3-methylbutanoate) differs from MDMB (methyl 3,3-dimethylbutanoate) by a single methyl group. MMB-5Br-INACA (C₁₄H₁₆BrN₃O₃, MW 354.20, logP ~2.9) is 14 Da lighter and ~0.4 log units less lipophilic than MDMB-5Br-INACA (C₁₅H₁₈BrN₃O₃, MW 368.23, logP ~3.3). The reduced steric bulk of the isopropyl (MMB) vs tert-butyl (MDMB) terminal group may affect receptor binding kinetics.
Analytical Data
¹H NMR (400 MHz, DMSO-d₆): δ 13.80 (br s, 1H, N-H), 8.55 (d, 1H, amide N-H), 8.15 (d, 1H, H-4), 7.68 (dd, 1H, H-6), 7.52 (d, 1H, H-7), 4.55 (dd, 1H, CH-CO₂Me), 3.72 (s, 3H, OCH₃), 2.18-2.08 (m, 1H, CH(CH₃)₂), 0.98 (d, 3H, CH₃), 0.92 (d, 3H, CH₃).
ESI-MS: [M+H]⁺ m/z 354.1/356.1 (Br isotope, 1:1) | HPLC: ≥ 97% purity
References
- Aipsin, Issue 30, Jun 2022: I-228
- Aipsin, Issue 47, Nov 2023: VII-270
- ChemSpider 115005702
- PubChem CID 165362478
Supply Information
Sun Pharma Chemical offers 5-bromo-1H-indazole-3-carboxylic acid (CAS 1077-94-7) and related indazole building blocks.
Telegram: @vv998800
Email: sunlele8888@gmail.com
Signal: aaaa.521
WhatsApp: +447942842649
For laboratory research use only.