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MedKoo Cat#: 318476 | Name: Phendimetrazine

Description:

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

Phendimetrazine is a stimulant drug of the morpholine chemical class used as an appetite suppressant and increased sympathetic Activity. Phendimetrazine is discontinued.

Chemical Structure

Phendimetrazine
Phendimetrazine
CAS#634-03-7

Theoretical Analysis

MedKoo Cat#: 318476

Name: Phendimetrazine

CAS#: 634-03-7

Chemical Formula: C11H12ClN5

Exact Mass:

Molecular Weight: 249.70

Elemental Analysis: C, 52.91; H, 4.84; Cl, 14.20; N, 28.05

Price and Availability

This product was removed for the commercial reasons.
Related CAS #
No Data
Synonym
Phendimetrazine; Antapentan; Mephenmetrazine; Sedafamen; Adphen (base); Fendimetrazina; Prelu-2; Trimstat ;Wehless; Weightrol;
IUPAC/Chemical Name
(2S,3S)-3,4-dimethyl-2-phenylmorpholine
InChi Key
MFOCDFTXLCYLKU-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H17NO/c1-10-12(14-9-8-13(10)2)11-6-4-3-5-7-11/h3-7,10,12H,8-9H2,1-2H3
SMILES Code
CC1C(OCCN1C)C2=CC=CC=C2
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, not in water
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 249.70 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: Czoty PW, Blough BE, Fennell TR, Snyder RW, Nader MA. Attenuation of cocaine self-administration by chronic oral phendimetrazine in rhesus monkeys. Neuroscience. 2016 Mar 7. pii: S0306-4522(16)00224-4. doi: 10.1016/j.neuroscience.2016.03.002. [Epub ahead of print] PubMed PMID: 26964683. 2: Bolin BL, Stoops WW, Sites JP, Rush CR. Abuse Potential of Oral Phendimetrazine in Cocaine-dependent Individuals: Implications for Agonist-like Replacement Therapy. J Addict Med. 2016 Feb 27. [Epub ahead of print] PubMed PMID: 26933876. 3: Stoops WW, Strickland JC, Hays LR, Rayapati AO, Lile JA, Rush CR. Safety and tolerability of intranasal cocaine during phendimetrazine maintenance. Psychopharmacology (Berl). 2016 Mar 1. [Epub ahead of print] PubMed PMID: 26932737. 4: 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. 5: Cho AR, Yoon YH. Central Retinal Vein Occlusion Noted 2 Days After Use of Phendimetrazine as an Appetite Suppressant. JAMA Ophthalmol. 2016 Feb 4. doi: 10.1001/jamaophthalmol.2015.5966. [Epub ahead of print] PubMed PMID: 26846182. 6: Banks ML, Blough BE, Fennell TR, Snyder RW, Negus SS. Effects of phendimetrazine treatment on cocaine vs food choice and extended-access cocaine consumption in rhesus monkeys. Neuropsychopharmacology. 2013 Dec;38(13):2698-707. doi: 10.1038/npp.2013.180. Epub 2013 Jul 30. PubMed PMID: 23893022; PubMed Central PMCID: PMC3828541. 7: 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. 8: Banks ML, Blough BE, Negus SS. Effects of 14-day treatment with the schedule III anorectic phendimetrazine on choice between cocaine and food in rhesus monkeys. Drug Alcohol Depend. 2013 Aug 1;131(3):204-13. doi: 10.1016/j.drugalcdep.2013.05.005. Epub 2013 May 31. Erratum in: Drug Alcohol Depend. 2013 Dec 1;133(2):794. PubMed PMID: 23726979; PubMed Central PMCID: PMC3713102. 9: Kwiker D, Godkar D, Lokhandwala N, Yakoby M. Rare case of rhabdomyolysis with therapeutic doses of phendimetrazine tartrate. Am J Ther. 2006 Mar-Apr;13(2):175-6. PubMed PMID: 16645436. 10: Markowitz GS, Tartini A, D'Agati VD. Acute interstitial nephritis following treatment with anorectic agents phentermine and phendimetrazine. Clin Nephrol. 1998 Oct;50(4):252-4. PubMed PMID: 9799071. 11: Rostagno C, Caciolli S, Felici M, Gori F, Neri Serneri GG. Dilated cardiomyopathy associated with chronic consumption of phendimetrazine. Am Heart J. 1996 Feb;131(2):407-9. PubMed PMID: 8579044. 12: Shimamine M, Takahashi K, Nakahara Y. [Studies on the identification of psychotropic substances. IX. Preparation and various analytical data of reference standard of new psychotropic substances, N-ethyl methylenedioxyamphetamine, N-hydroxy methylenedioxyamphetamine, mecloqualone, 4-methylaminorex, phendimetrazine and phenmetrazine]. Eisei Shikenjo Hokoku. 1993;(111):66-74. Japanese. PubMed PMID: 7920570. 13: Kintz P, Tracqui A, Mangin P, Lugnier AA, Chaumont AJ. A simple gas chromatographic identification and determination of 11 CNS stimulants in biological samples. Application on a fatality involving phendimetrazine. Forensic Sci Int. 1989 Feb;40(2):153-9. PubMed PMID: 2564835. 14: Hood I, Monforte J, Gault R, Mirchandani H. Fatality from illicit phendimetrazine use. J Toxicol Clin Toxicol. 1988;26(3-4):249-55. PubMed PMID: 2901497. 15: Dvornik D, Schilling G. Stereochemistry of d-3,4-dimethyl-2-phenylmorpholine (phendimetrazine). J Med Chem. 1965 Jul;8(4):466-9. PubMed PMID: 5899084. 16: LE RICHE WH, VAN BELLE G. Study of phendimetrazine bitartrate as an appetite suppressant in relation to dosage, weight loss and side effects. Can Med Assoc J. 1962 Jul 7;87:29-31. PubMed PMID: 14463177; PubMed Central PMCID: PMC1849287. 17: RUNYAN JW Jr. Observations on the use of phendimetrazine, a new anorexigenic agent, in obese diabetics. Curr Ther Res Clin Exp. 1962 May;4:270-5. PubMed PMID: 14038849. 18: RESSLER C, SCHNEIDER SH. Clinical evaluation of phendimetrazine bitartrate. Clin Pharmacol Ther. 1961 Nov-Dec;2:727-32. PubMed PMID: 14491567. 19: Landau D, Jackson J, Gonzalez G. A case of demand ischemia from phendimetrazine. Cases J. 2008 Aug 18;1(1):105. doi: 10.1186/1757-1626-1-105. PubMed PMID: 18710555; PubMed Central PMCID: PMC2531092. 20: Hoffmann M. Transient environmental dependency syndrome due to phendimetrazine tartrate. Eur Neurol. 2007;58(1):49-50. Epub 2007 May 4. PubMed PMID: 17483586.