Synonym
Phenmetrazine Hydrochloride; Marsin; Preludin
IUPAC/Chemical Name
Morpholine, 3-methyl-2-phenyl-, hydrochloride
InChi Key
VJNXVAVKCZJOFQ-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H15NO.ClH/c1-9-11(13-8-7-12-9)10-5-3-2-4-6-10;/h2-6,9,11-12H,7-8H2,1H3;1H
SMILES Code
CC1NCCOC1C2=CC=CC=C2.[H]Cl
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
>2 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
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
213.71
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.
| 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: Bauer CT, Negus SS, Blough BE, Banks ML. Cocaine-like discriminative stimulus effects of phendimetrazine and phenmetrazine in rats. Behav Pharmacol. 2016 Apr;27(2-3 Spec Issue):192-5. doi: 10.1097/FBP.0000000000000225. PubMed PMID: 26866973; PubMed Central PMCID: PMC4779707.
2: Czoty PW, Tran P, Thomas LN, Martin TJ, Grigg A, Blough BE, Beveridge TJ. Effects of the dopamine/norepinephrine releaser phenmetrazine on cocaine self-administration and cocaine-primed reinstatement in rats. Psychopharmacology (Berl). 2015 Jul;232(13):2405-14. doi: 10.1007/s00213-015-3875-4. Epub 2015 Feb 13. PubMed PMID: 25673020; PubMed Central PMCID: PMC4465864.
3: Banks ML, Blough BE, Fennell TR, Snyder RW, Negus SS. Role of phenmetrazine as an active metabolite of phendimetrazine: evidence from studies of drug discrimination and pharmacokinetics in rhesus monkeys. Drug Alcohol Depend. 2013 Jun 1;130(1-3):158-66. doi: 10.1016/j.drugalcdep.2012.10.026. Epub 2012 Dec 1. PubMed PMID: 23211394; PubMed Central PMCID: PMC3616150.
4: Negus SS, Baumann MH, Rothman RB, Mello NK, Blough BE. Selective suppression of cocaine- versus food-maintained responding by monoamine releasers in rhesus monkeys: benzylpiperazine, (+)phenmetrazine, and 4-benzylpiperidine. J Pharmacol Exp Ther. 2009 Apr;329(1):272-81. doi: 10.1124/jpet.108.143701. Epub 2009 Jan 16. PubMed PMID: 19151247; PubMed Central PMCID: PMC2670586.
5: Dasgupta A, Handler MS, Nine JS. A convenient derivatization method for gas chromatography/mass spectrometric determination of phenmetrazine in urine using 2,2,2-trichloroethyl chloroformate. J Forensic Sci. 1998 May;43(3):630-5. PubMed PMID: 9608701.
6: Brown GR, Forster G, Foubister AJ, Stribling D. Synthesis and resolution of the novel appetite suppressant 2-benzylmorpholine, a nonstimulant isomer of phenmetrazine. J Pharm Pharmacol. 1990 Nov;42(11):797-9. PubMed PMID: 1982305.
7: Tusl M, Obrsál J, Bergerová M, Svorcová S. The effect of phenmetrazine on performance of irradiated rats. Sb Ved Pr Lek Fak Karlovy Univerzity Hradci Kralove. 1985;28(1-2):117-26. PubMed PMID: 3870439.
8: Mellar J, Hollister LE. Phenmetrazine: an obsolete problem drug. Clin Pharmacol Ther. 1982 Dec;32(6):671-5. PubMed PMID: 7140132.
9: Chambers CD, White OZ. A study of phenmetrazine (Preludin) abuse. Chem Depend. 1980;4(1-2):101-11. PubMed PMID: 7226282.
10: Benesová O. The effect of some social and genetic variables on free choice of alcohol or phenmetrazine. Act Nerv Super (Praha). 1978 Dec;20(4):298-9. PubMed PMID: 735742.
