MDMB-7Br-INACA (methyl (2S)-2-[(7-bromo-1H-indazole-3-carbonyl)amino]-3,3-dimethylbutanoate) is a synthetic cannabinoid featuring a 7-bromo-substituted 1H-indazole-3-carboxamide scaffold. As the 7-positional isomer of MDMB-5Br-INACA, this compound demonstrates the impact of bromine regiochemistry on the physicochemical and spectroscopic properties of the indazole-3-carboxamide class.
Molecular Identity
| Parameter | Value |
|---|---|
| Common Name | MDMB-7Br-INACA |
| IUPAC Name | Methyl (2S)-2-[(7-bromo-1H-indazole-3-carbonyl)amino]-3,3-dimethylbutanoate |
| Molecular Formula | C₁₅H₁₈BrN₃O₃ |
| Molecular Weight | 368.23 g/mol |
| InChI Key | VDMQQDRIEZRIGE-GFCCVEGCSA-N |
| SMILES | COC(=O)[C@H](C(C)(C)C)NC(=O)c1n[nH]c2c1cccc2Br |
Positional Isomer Comparison: 5-Br vs. 7-Br
Both MDMB-5Br-INACA (Br at C-5) and MDMB-7Br-INACA (Br at C-7) share the same molecular formula (C₁₅H₁₈BrN₃O₃, MW 368.23) and MDMB tail, differing only in bromine position. The 7-bromo isomer exhibits a distinct aromatic proton coupling pattern in NMR — a triplet for H-5 (J ≈ 8.0 Hz) reflecting coupling to both H-4 and H-6, characteristic of 1,2,3-trisubstitution. The 7-bromo isomer is synthetically less accessible as indazole-3-carboxylic acid bromination typically favors the 5-position.
Analytical Data
¹H NMR (400 MHz, DMSO-d₆): δ 13.75 (br s, 1H, N-H), 8.50 (d, 1H, amide N-H), 7.95 (d, 1H, H-4), 7.42 (t, 1H, H-5), 7.28 (d, 1H, H-6), 4.62 (d, 1H, CH-CO₂Me), 3.72 (s, 3H, OCH₃), 1.08 (s, 9H, C(CH₃)₃).
ESI-MS: [M+H]⁺ m/z 368.1/370.1 (Br isotope pattern, 1:1) | HPLC: ≥ 97% purity
NOTE: The bromine isotopic doublet (⁷⁹Br:⁸¹Br 1:1) in mass spectrometry is identical to the 5-bromo isomer, but LC-MS/MS retention time and fragmentation patterns can distinguish the two positional isomers.
Reference
- Aipsin, Issue 35, Nov 2022: III-133 — MDMB-7Br-INACA
Supply Information
Sun Pharma Chemical offers research-grade indazole-3-carboxylic acid (CAS 4498-67-3), 5-bromo-1H-indazole-3-carboxylic acid (CAS 1077-94-7), and custom synthesis services.
Telegram: @vv998800
Email: sunlele8888@gmail.com
Signal: aaaa.521
WhatsApp: +447942842649
All products are for laboratory research use only. Not for human consumption.