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MedKoo Cat#: 145081 | Name: 5-APB

Description:

WARNING: This product is for research use only, not for human or veterinary use.

5-APB is 5-(2-Aminopropyl)benzofuran and is a benzofuran analogue of amphetamine. 5-APB belongs to the category of new psychoactive substances. Studies show that 5-APB shows higher toxicity compared to 6-APB when considering concentration-dependent hepatotoxic effects.

Chemical Structure

5-APB
5-APB
CAS#286834-81-9

Theoretical Analysis

MedKoo Cat#: 145081

Name: 5-APB

CAS#: 286834-81-9

Chemical Formula: C11H13NO

Exact Mass: 175.0997

Molecular Weight: 175.23

Elemental Analysis: C, 75.40; H, 7.48; N, 7.99; O, 9.13

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
5-APB; 5APB; 5 APB;
IUPAC/Chemical Name
1-(benzofuran-5-yl)propan-2-amine
InChi Key
VKUMKUZDZWHMQU-UHFFFAOYSA-N
InChi Code
1S/C11H13NO/c1-8(12)6-9-2-3-11-10(7-9)4-5-13-11/h2-5,7-8H,6,12H2,1H3
SMILES Code
CC(N)CC1=CC2=C(OC=C2)C=C1
Appearance
To be determined
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 175.23 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Hofmann V, Sundermann TR, Landmann A, Rechtsteiner S, Schmitt G, Bartel M. Simultaneous Determination of 5- and 6-APB in Blood, Other Body Fluids, Hair and Various Tissues by HPLC--MS-MS. J Anal Toxicol. 2022 Mar 21;46(3):264-269. doi: 10.1093/jat/bkab018. PMID: 33576419. 2: Roque Bravo R, Carmo H, Silva JP, Valente MJ, Carvalho F, Bastos ML, Dias da Silva D. Emerging club drugs: 5-(2-aminopropyl)benzofuran (5-APB) is more toxic than its isomer 6-(2-aminopropyl)benzofuran (6-APB) in hepatocyte cellular models. Arch Toxicol. 2020 Feb;94(2):609-629. doi: 10.1007/s00204-019-02638-9. Epub 2019 Dec 14. PMID: 31838565. 3: Brandt SD, Walters HM, Partilla JS, Blough BE, Kavanagh PV, Baumann MH. The psychoactive aminoalkylbenzofuran derivatives, 5-APB and 6-APB, mimic the effects of 3,4-methylenedioxyamphetamine (MDA) on monoamine transmission in male rats. Psychopharmacology (Berl). 2020 Dec;237(12):3703-3714. doi: 10.1007/s00213-020-05648-z. Epub 2020 Sep 1. PMID: 32875347; PMCID: PMC7686291. 4: Aknouche F, Ameline A, Barguil Y, Maruejouls C, Kintz P. Hidden administration of 5-APB in a dancing club of New Caledonia documented by urine analysis: about 3 cases. Int J Legal Med. 2022 Sep;136(5):1315-1319. doi: 10.1007/s00414-022-02850-w. Epub 2022 Jun 7. PMID: 35672476. 5: Dawson P, Opacka-Juffry J, Moffatt JD, Daniju Y, Dutta N, Ramsey J, Davidson C. The effects of benzofury (5-APB) on the dopamine transporter and 5-HT2-dependent vasoconstriction in the rat. Prog Neuropsychopharmacol Biol Psychiatry. 2014 Jan 3;48:57-63. doi: 10.1016/j.pnpbp.2013.08.013. Epub 2013 Sep 5. PMID: 24012617. 6: Krpo M, Luytkis HC, Haneborg AM, Høiseth G. A fatal blood concentration of 5-APB. Forensic Sci Int. 2018 Oct;291:e1-e3. doi: 10.1016/j.forsciint.2018.08.044. Epub 2018 Sep 6. PMID: 30228015. 7: Liu C, Jia W, Qian Z, Li T, Hua Z. Identification of five substituted phenethylamine derivatives 5-MAPDB, 5-AEDB, MDMA methylene homolog, 6-Br-MDMA, and 5-APB-NBOMe. Drug Test Anal. 2017 Feb;9(2):199-207. doi: 10.1002/dta.1955. Epub 2016 Feb 9. PMID: 26856255. 8: Welter J, Kavanagh P, Meyer MR, Maurer HH. Benzofuran analogues of amphetamine and methamphetamine: studies on the metabolism and toxicological analysis of 5-APB and 5-MAPB in urine and plasma using GC-MS and LC-(HR)-MS(n) techniques. Anal Bioanal Chem. 2015 Feb;407(5):1371-88. doi: 10.1007/s00216-014-8360-0. Epub 2014 Dec 4. PMID: 25471293. 9: Adamowicz P, Zuba D, Byrska B. Fatal intoxication with 3-methyl-N- methylcathinone (3-MMC) and 5-(2-aminopropyl)benzofuran (5-APB). Forensic Sci Int. 2014 Dec;245:126-32. doi: 10.1016/j.forsciint.2014.10.016. Epub 2014 Oct 17. PMID: 25447185. 10: McIntyre IM, Gary RD, Trochta A, Stolberg S, Stabley R. Acute 5-(2-aminopropyl)benzofuran (5-APB) intoxication and fatality: a case report with postmortem concentrations. J Anal Toxicol. 2015 Mar;39(2):156-9. doi: 10.1093/jat/bku131. Epub 2014 Nov 27. PMID: 25429871. 11: Welter J, Brandt SD, Kavanagh P, Meyer MR, Maurer HH. Metabolic fate, mass spectral fragmentation, detectability, and differentiation in urine of the benzofuran designer drugs 6-APB and 6-MAPB in comparison to their 5-isomers using GC-MS and LC-(HR)-MS(n) techniques. Anal Bioanal Chem. 2015 May;407(12):3457-70. doi: 10.1007/s00216-015-8552-2. Epub 2015 Feb 25. PMID: 25711990. 12: Cha HJ, Lee KW, Eom JH, Kim YH, Shin J, Yun J, Han K, Kim HS. 5-(2-Aminopropyl)benzofuran and phenazepam demonstrate the possibility of dependence by increasing dopamine levels in the brain. Pharmacol Biochem Behav. 2016 Oct;149:17-22. doi: 10.1016/j.pbb.2016.08.002. Epub 2016 Aug 6. PMID: 27502147. 13: Nugteren-van Lonkhuyzen JJ, van Riel AJ, Brunt TM, Hondebrink L. Pharmacokinetics, pharmacodynamics and toxicology of new psychoactive substances (NPS): 2C-B, 4-fluoroamphetamine and benzofurans. Drug Alcohol Depend. 2015 Dec 1;157:18-27. doi: 10.1016/j.drugalcdep.2015.10.011. Epub 2015 Oct 22. Erratum in: Drug Alcohol Depend. 2016 Feb 1;159:287-8. PMID: 26530501. 14: Welter-Luedeke J, Maurer HH. New Psychoactive Substances: Chemistry, Pharmacology, Metabolism, and Detectability of Amphetamine Derivatives With Modified Ring Systems. Ther Drug Monit. 2016 Feb;38(1):4-11. doi: 10.1097/FTD.0000000000000240. PMID: 26327309. 15: Deville M, Dubois N, Cieckiewicz E, De Tullio P, Lemaire E, Charlier C. Death following consumption of MDAI and 5-EAPB. Forensic Sci Int. 2019 Jun;299:89-94. doi: 10.1016/j.forsciint.2019.03.023. Epub 2019 Mar 25. PMID: 30981086. 16: Stanczuk A, Morris N, Gardner EA, Kavanagh P. Identification of (2-aminopropyl)benzofuran (APB) phenyl ring positional isomers in internet purchased products. Drug Test Anal. 2013 Apr;5(4):270-6. doi: 10.1002/dta.1451. Epub 2013 Jan 24. PMID: 23349125. 17: Rickli A, Kopf S, Hoener MC, Liechti ME. Pharmacological profile of novel psychoactive benzofurans. Br J Pharmacol. 2015 Jul;172(13):3412-25. doi: 10.1111/bph.13128. Epub 2015 Apr 24. PMID: 25765500; PMCID: PMC4500375. 18: Nakagawa Y, Suzuki T, Tada Y, Inomata A. Cytotoxic effects of psychotropic benzofuran derivatives, N-methyl-5-(2-aminopropyl)benzofuran and its N-demethylated derivative, on isolated rat hepatocytes. J Appl Toxicol. 2017 Mar;37(3):243-252. doi: 10.1002/jat.3351. Epub 2016 Jun 13. PMID: 27291301. 19: Takahashi K, Copenhagen DR. APB suppresses synaptic input to retinal horizontal cells in fish: a direct action on horizontal cells modulated by intracellular pH. J Neurophysiol. 1992 Jun;67(6):1633-42. doi: 10.1152/jn.1992.67.6.1633. PMID: 1352805. 20: Hondebrink L, Zwartsen A, Westerink RHS. Effect fingerprinting of new psychoactive substances (NPS): What can we learn from in vitro data? Pharmacol Ther. 2018 Feb;182:193-224. doi: 10.1016/j.pharmthera.2017.10.022. Epub 2017 Oct 31. PMID: 29097307.