Unifiram | CAS# 272786-64-8 | Nootropic agent |

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

MedKoo CAT#: 413860

CAS#: 272786-64-8

Description: Unifiram is a nootropic agent. It increases acetylcholine (ACh) release in the rat cerebral cortex in vivo and induces a long-lasting increase in the amplitude of field excitatory postsynaptic potentials (fEPSPs) in the rat hippocampal CA1 region (EC50 = 27 nM). It does not bind to serotonin (5-HT), dopamine, muscarinic, nicotinic, adrenergic, glutamate, histamine, opioid, or GABA receptors at 1 µM. Unifiram (0.1 mg/kg) improves memory in non-memory-impaired rats in a social learning test. It also prevents memory deficits induced by the anticholinergic agent scopolamine, nicotinic receptor antagonist mecamylamine, GABAB receptor agonist baclofen, or α2-adrenergic receptor agonist clonidine in the passive avoidance test in mice when administered at a dose of 0.01 mg/kg and prevents memory deficits induced by the AMPA/kainate glutamate receptor antagonist NBQX at 0.1 mg/kg.

Chemical Structure

Unifiram

CAS# 272786-64-8

Instruction

Theoretical Analysis

MedKoo Cat#: 413860
Name: Unifiram
CAS#: 272786-64-8
Chemical Formula: C13H15FN2O3S
Exact Mass: 298.08
Molecular Weight: 298.330
Elemental Analysis: C, 52.34; H, 5.07; F, 6.37; N, 9.39; O, 16.09; S, 10.75

Price and Availability

Size	Price	Availability
25mg	USD 210	2 Weeks
50mg	USD 340	2 Weeks
100mg	USD 540	2 Weeks
250mg	USD 840	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: Unifiram; DM232; DM 232; DM-232

IUPAC/Chemical Name: 2-((4-Fluorophenyl)sulfonyl)hexahydropyrrolo(1,2-a)pyrazin-6(2H)-one

InChi Key: SNRTZFZAFBIBJP-UHFFFAOYSA-N

InChi Code: InChI=1S/C13H15FN2O3S/c14-10-1-4-12(5-2-10)20(18,19)15-7-8-16-11(9-15)3-6-13(16)17/h1-2,4-5,11H,3,6-9H2

SMILES Code: O=C1CCC2CN(S(=O)(C3=CC=C(F)C=C3)=O)CCN21

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: 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:

Instruction:

View handling instruction

Biological target:
In vitro activity:
In vivo activity:

Solubility Data

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMF	30.0	100.56
	DMSO	30.0	100.56
	DMSO:PBS (pH 7.2) (1:4)	0.2	67.04
	Ethanol	1.0	3.35

Preparing Stock Solutions

The following data is based on the product molecular weight 298.33 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

Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Gualtieri F. Unifi nootropics from the lab to the web: a story of academic (and industrial) shortcomings. J Enzyme Inhib Med Chem. 2016;31(2):187-94. doi: 10.3109/14756366.2015.1021252. Epub 2015 Apr 1. PMID: 25831025.

2: Guandalini L, Martino MV, Di Cesare Mannelli L, Bartolucci G, Melani F, Malik R, Dei S, Floriddia E, Manetti D, Orlandi F, Teodori E, Ghelardini C, Romanelli MN. Substituted piperazines as nootropic agents: 2- or 3-phenyl derivatives structurally related to the cognition-enhancer DM235. Bioorg Med Chem Lett. 2015 Apr 15;25(8):1700-1704. doi: 10.1016/j.bmcl.2015.03.009. Epub 2015 Mar 12. PMID: 25813160.

3: Martini E, Norcini M, Ghelardini C, Manetti D, Dei S, Guandalini L, Melchiorre M, Pagella S, Scapecchi S, Teodori E, Romanelli MN. Design, synthesis and preliminary pharmacological evaluation of new analogues of DM232 (unifiram) and DM235 (sunifiram) as cognition modulators. Bioorg Med Chem. 2008 Dec 1;16(23):10034-42. doi: 10.1016/j.bmc.2008.10.017. Epub 2008 Oct 11. PMID: 18954993.

4: Romanelli MN, Galeotti N, Ghelardini C, Manetti D, Martini E, Gualtieri F. Pharmacological characterization of DM232 (unifiram) and DM235 (sunifiram), new potent cognition enhancers. CNS Drug Rev. 2006 Spring;12(1):39-52. doi: 10.1111/j.1527-3458.2006.00039.x. PMID: 16834757; PMCID: PMC6741768.

5: Martini E, Ghelardini C, Bertucci C, Dei S, Gualtieri F, Guandalini L, Manetti D, Scapecchi S, Teodori E, Romanelli MN. Enantioselective synthesis and preliminary pharmacological evaluation of the enantiomers of unifiram (DM232), a potent cognition-enhancing agent. Med Chem. 2005 Sep;1(5):473-80. doi: 10.2174/1573406054864142. PMID: 16787332.

6: Scapecchi S, Martini E, Manetti D, Ghelardini C, Martelli C, Dei S, Galeotti N, Guandalini L, Novella Romanelli M, Teodori E. Structure-activity relationship studies on unifiram (DM232) and sunifiram (DM235), two novel and potent cognition enhancing drugs. Bioorg Med Chem. 2004 Jan 2;12(1):71-85. doi: 10.1016/j.bmc.2003.10.025. PMID: 14697772.

7: Galeotti N, Ghelardini C, Pittaluga A, Pugliese AM, Bartolini A, Manetti D, Romanelli MN, Gualtieri F. AMPA-receptor activation is involved in the antiamnesic effect of DM 232 (unifiram) and DM 235 (sunifiram). Naunyn Schmiedebergs Arch Pharmacol. 2003 Dec;368(6):538-45. doi: 10.1007/s00210-003-0812-6. Epub 2003 Nov 5. PMID: 14600801.

8: Bronder E, Klimpel A. Unused drugs returned to the pharmacy--new data. Int J Clin Pharmacol Ther. 2001 Nov;39(11):480-3. PMID: 11727967.

9: Manetti D, Ghelardini C, Bartolini A, Bellucci C, Dei S, Galeotti N, Gualtieri F, Romanelli MN, Scapecchi S, Teodori E. Design, synthesis, and preliminary pharmacological evaluation of 1, 4-diazabicyclo[4.3.0]nonan-9-ones as a new class of highly potent nootropic agents. J Med Chem. 2000 May 18;43(10):1969-74. doi: 10.1021/jm991170t. PMID: 10821709.

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