(4S,5R)-4-Methylaminorex

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

MedKoo CAT#: 581408

CAS#: 71031-15-7

Description: 4-Methylaminorex (4-MAR, 4-MAX) is discontinued (DEA controlled substance). It is a stimulant drug of the 2-amino-5-aryloxazoline class. 4-Methylaminorex has effects comparable to methamphetamine but with a longer duration.


Chemical Structure

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(4S,5R)-4-Methylaminorex
CAS# 71031-15-7

Theoretical Analysis

MedKoo Cat#: 581408
Name: (4S,5R)-4-Methylaminorex
CAS#: 71031-15-7
Chemical Formula: C10H12N2O
Exact Mass: 176.095
Molecular Weight: 176.219
Elemental Analysis: C, 68.16; H, 6.86; N, 15.90; O, 9.08

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: (4S,5R)-4-Methylaminorex; (+/-)cis-4-methylaminorex

IUPAC/Chemical Name: ((+/-)cis-4,5-dihydro-4-methyl-5-phenyl-2-oxazolamine)

InChi Key: LJQBMYDFWFGESC-VXNVDRBHSA-N

InChi Code: InChI=1S/C10H12N2O/c1-7-9(13-10(11)12-7)8-5-3-2-4-6-8/h2-7,9H,1H3,(H2,11,12)/t7-,9-/m1/s1

SMILES Code: NC1=N[C@H](C)[C@H](C2=CC=CC=C2)O1

Appearance: Solid powder

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: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.03.00

Preparing Stock Solutions

The following data is based on the product molecular weight 176.219 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

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1: Meririnne E, Kajos M, Kankaanpää A, Koistinen M, Kiianmaa K, Seppälä T. Rewarding properties of the stereoisomers of 4-methylaminorex: involvement of the dopamine system. Pharmacol Biochem Behav. 2005 Aug;81(4):715-24. PubMed PMID: 15982727.

2: Meririnne E, Ellermaa S, Kankaanpää A, Bardy A, Seppälä T. Pharmacokinetics and tissue distribution of the stereoisomers of 4-methylaminorex in the rat. J Pharmacol Exp Ther. 2004 Jun;309(3):1198-205. Epub 2004 Jan 23. PubMed PMID: 14742748.

3: Kankaanpää A, Ellermaa S, Meririnne E, Hirsjärvi P, Seppälä T. Acute neurochemical and behavioral effects of stereoisomers of 4-methylaminorex in relation to brain drug concentrations. J Pharmacol Exp Ther. 2002 Feb;300(2):450-9. PubMed PMID: 11805204.

4: Kankaanpää A, Meririnne E, Ellermaa S, Ariniemi K, Seppälä T. Detection and assay of cis- and trans-isomers of 4-methylaminorex in urine, plasma and tissue samples. Forensic Sci Int. 2001 Sep 15;121(1-2):57-64. PubMed PMID: 11516888.

5: Ashby CR Jr, Pan H, Minabe Y, Toor A, Fishkin L, Wang RY. Comparison of the action of the stereoisomers of the psychostimulant 4-methylaminorex (4-MAX) on midbrain dopamine cells in the rat: an extracellular single unit study. Synapse. 1995 Aug;20(4):351-61. PubMed PMID: 7482294.

6: Batsche K, Ashby CR Jr, Lee C, Schwartz J, Wang RY. The behavioral effects of the stereoisomers of 4-methylaminorex, a psychostimulant, in the rat. J Pharmacol Exp Ther. 1994 Jun;269(3):1029-39. PubMed PMID: 7912274.

7: Glennon RA, Misenheimer B. Stimulus properties of a new designer drug: 4-methylaminorex ("U4Euh"). Pharmacol Biochem Behav. 1990 Mar;35(3):517-21. PubMed PMID: 1971111.