This forum uses cookies
This forum makes use of cookies to store your login information if you are registered, and your last visit if you are not. Cookies are small text documents stored on your computer; the cookies set by this forum can only be used on this website and pose no security risk. Cookies on this forum also track the specific topics you have read and when you last read them. Please confirm whether you accept or reject these cookies being set.

A cookie will be stored in your browser regardless of choice to prevent you being asked this question again. You will be able to change your cookie settings at any time using the link in the footer.
Hello There, Guest!   Login or Register


 
Thread Rating:
  • 3 Vote(s) - 5 Average
  • 1
  • 2
  • 3
  • 4
  • 5
Diphenidine - 1,2-diphenylethylpiperidine
Author Message
pinta Offline
Psychonautic Hippie
**

Posts: 75
Joined: Jan 2013
Reputation: 1

Post: #1
Diphenidine - 1,2-diphenylethylpiperidine
Just got an email from Chemicalwire saying this chem is now available to advanced customers:


1,2-diphenylethylpiperidine



What is Diphenidine?

Diphenidine / DND / 1,2-DEP is a new research chemical which has been developed in 2013 by our own laboratory. Due to the nature of its chemical structure, the activity of this molecule is comparable to other NMDA antagonists such as ketamine but it’s chemical structure is new.



What is 1,2-DEP used for ?

Diphenidine / DND / 1,2-DEP acts as an antagonist at the NMDA receptor and is also acts on the dopamine transport, inhibiting the reuptake of dopamine. Based on this, it is useful to researchers for in vitro modelling of NMDA & Dopamine transport interaction. Researchers may also use Diphenidine as a reference sample for their GC/MS, FTIR or NMR analysis catalogue.
07-03-2013 04:06 PM
Quote
Tempz Offline
Silk scarves, Cuban heels & lipgloss
******

Posts: 1,169
Joined: Feb 2013
Reputation: 104

OratorMedicalQuillPart of the ukcr furniture
Post: #2
RE: Diphenidine - 1,2-diphenylethylpiperidine
Chemwire are rapid these days! Any idea what the fuck this is? Dissassociativey goodness?
(This post was last modified: 07-03-2013 04:13 PM by Tempz.)
07-03-2013 04:11 PM
Quote
pinta Offline
Psychonautic Hippie
**

Posts: 75
Joined: Jan 2013
Reputation: 1

Post: #3
RE: Diphenidine - 1,2-diphenylethylpiperidine
Prices:

Diphenidine Powder 100mg £6.25

Diphenidine Powder 250mg £12.50

Diphenidine Powder 500mg £20.83

Diphenidine Powder 1g £33.33

Will wait to hear more info about this before ordering!
07-03-2013 04:17 PM
Quote
Renton Offline
Offline

O Captain! My Captain!
*********

Posts: 5,701
Joined: May 2012
Reputation: 296

BomberMad ScientistNinja
Post: #4
RE: Diphenidine - 1,2-diphenylethylpiperidine
Is this it?

[Image: pYoZI9b.png]

If so;
http://www.sciencedirect.com/science/art...9609002624
Quote:We resolved 1,2-diphenylethylamine (DPEA) into its (S)- and ®-enantiomer and used them as precursors for synthesis of (S)- and ®-1-(1,2-diphenylethyl)piperidine, flexible homeomorphs of the NMDA channel blocker MK-801. We also describe the synthesis of the dicyclohexyl analogues of DPEA. These and related compounds were tested as inhibitors of [3H]MK-801 binding to rat brain membranes. Stereospecificity ranged between factors of 0.5 and 50. Some blockers exhibited stereospecific sensitivity to the modulator spermine. Our results may help to elucidate in more detail the NMDA channel pharmacophore.

[Image: nsXnvwV.jpg]
Reagents and conditions: (a) K2CO3, CH3CN; 64%/54%.

[Image: t3U4UFW.png]
(This post was last modified: 07-03-2013 05:18 PM by Renton.)
07-03-2013 05:17 PM
Quote
Blodwyn Offline
Forum Owner
*********

Posts: 5,521
Joined: May 2012
Reputation: 346

Diamond UserDerailerSweetheartsSunday Drinker
Post: #5
RE: Diphenidine - 1,2-diphenylethylpiperidine
But what does that mean?

Striving for perfection in an honest approach to harm reduction that benefits as many people as possible.
[email protected]
07-03-2013 05:28 PM
Quote
Renton Offline
Offline

O Captain! My Captain!
*********

Posts: 5,701
Joined: May 2012
Reputation: 296

BomberMad ScientistNinja
Post: #6
RE: Diphenidine - 1,2-diphenylethylpiperidine
[Image: double_rainbow_doritos.jpg]
Reps + MutantChimp

[Image: t3U4UFW.png]
07-03-2013 05:34 PM
Quote
mela Offline
Sloane Ranger
*****

Posts: 1,589
Joined: Aug 2012
Reputation: 157

WisdomMad ScientistSunAngel
Post: #7
RE: Diphenidine - 1,2-diphenylethylpiperidine
So it's a homeomorph of MK801/Dizocilpine?

Quote:Dizocilpine (INN), also known as MK-801, is a non-competitive antagonist of the N-methyl-d-aspartate (NMDA) receptor, a glutamate receptor discovered by a team at Merck in 1982.[1] Glutamate is the brain's primary excitatory neurotransmitter. The channel is normally blocked with a magnesium ion and requires depolarization of the neuron to remove the magnesium and allow the glutamate to open the channel, causing an influx of calcium, which then leads to subsequent depolarization.[2] MK-801 binds inside the ion channel of the receptor at several of PCP's binding sites thus preventing the flow of ions, including an influx of calcium (Ca2+), through the channel. Dizocilpine blocks NMDA receptors in a use- and voltage-dependent manner, since the channel must open for the drug to bind inside it. The drug acts as a potent anti-convulsant and likely has dissociative anesthetic properties, but it is not used clinically for this purpose due to the discovery of brain lesions, called Olney's lesions (see below), in test rats. MK-801 is also associated with a number of negative side effects, including cognitive disruption and psychotic-spectrum reactions. It also inhibited the induction of long term potentiation.[3] Instead, the NMDA receptor pore-blocker ketamine is used as a dissociative anesthetic in human medical procedures. While ketamine may also trigger temporary psychosis in certain individuals, its short half-life and lower potency make it a much safer clinical option. However, dizocilpine is the most frequently used non-competitive NMDA receptor antagonist in animal models to mimic psychosis for experimental purposes.
http://en.wikipedia.org/wiki/Dizocilpine

These Olney lesions were also found in animal models for PCP, ketamine etc, but no evidence of them in humans. So some reason to think it won't be a potential issue here.

"It is simply this: do not tire, never lose interest, never grow indifferent—lose your invaluable curiosity and you let yourself die. It's as simple as that" Tove Jansson
07-03-2013 05:46 PM
Quote
Renton Offline
Offline

O Captain! My Captain!
*********

Posts: 5,701
Joined: May 2012
Reputation: 296

BomberMad ScientistNinja
Post: #8
RE: Diphenidine - 1,2-diphenylethylpiperidine
(07-03-2013 05:46 PM)mela Wrote:  So it's a homeomorph of MK801/Dizocilpine?

how?

[Image: t3U4UFW.png]
07-03-2013 06:44 PM
Quote
mela Offline
Sloane Ranger
*****

Posts: 1,589
Joined: Aug 2012
Reputation: 157

WisdomMad ScientistSunAngel
Post: #9
RE: Diphenidine - 1,2-diphenylethylpiperidine
(07-03-2013 06:44 PM)Renton Wrote:  
(07-03-2013 05:46 PM)mela Wrote:  So it's a homeomorph of MK801/Dizocilpine?

how?

I dunno, ask the authors of the research paper you posted!

Quote:synthesis of (S)- and ®-1-(1,2-diphenylethyl)piperidine, flexible homeomorphs of the NMDA channel blocker MK-801

ABE: If you flip the piperidine moiety back towards the diphenyl you get something akin to MK-801?

"It is simply this: do not tire, never lose interest, never grow indifferent—lose your invaluable curiosity and you let yourself die. It's as simple as that" Tove Jansson
(This post was last modified: 07-03-2013 08:24 PM by mela.)
07-03-2013 08:17 PM
Quote
Renton Offline
Offline

O Captain! My Captain!
*********

Posts: 5,701
Joined: May 2012
Reputation: 296

BomberMad ScientistNinja
Post: #10
RE: Diphenidine - 1,2-diphenylethylpiperidine
(07-03-2013 08:17 PM)mela Wrote:  
(07-03-2013 06:44 PM)Renton Wrote:  how?

I dunno, ask the authors of the research paper you posted!

Quote:synthesis of (S)- and ®-1-(1,2-diphenylethyl)piperidine, flexible homeomorphs of the NMDA channel blocker MK-801

ABE: If you flip the piperidine moiety back towards the diphenyl you get something akin to MK-801?

Well yeah, kind of. I was looking at a load of conformers and i couldn't get it to look THAT similar.
I mean, there's a cycloheptane in the cener of dizocilpine which puts the spacing of the benzene rings off compared to this, plus theres that random carbon. I just don't get it.

[Image: t3U4UFW.png]
(This post was last modified: 08-03-2013 08:37 AM by Renton.)
08-03-2013 08:35 AM
Quote




User(s) browsing this thread: 1 Guest(s)