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MedKoo Cat#: 574778 | Name: MDL-72527
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Description:

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

MDL-72527 is a polyamine oxidase (POA) inhibitor that displays anticancer and neuroprotective activity in vivo.

Chemical Structure

MDL-72527
MDL-72527
CAS#93565-01-6

Theoretical Analysis

MedKoo Cat#: 574778

Name: MDL-72527

CAS#: 93565-01-6

Chemical Formula: C12H22Cl2N2

Exact Mass: 264.1160

Molecular Weight: 265.22

Elemental Analysis: C, 54.34; H, 8.36; Cl, 26.73; N, 10.56

Price and Availability

Size Price Availability Quantity
100mg USD 350.00 2 Weeks
250mg USD 650.00 2 Weeks
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Related CAS #
No Data
Synonym
MDL-72527; MDL72527; MDL 72527
IUPAC/Chemical Name
N1,N4-Di-2,3-butadienyl-1,4-butanediamine dihydrochloride
InChi Key
ITVRWVVFVHINOH-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H20N2.2ClH/c1-3-5-9-13-11-7-8-12-14-10-6-4-2;;/h5-6,13-14H,1-2,7-12H2;2*1H
SMILES Code
C=C=CCNCCCCNCC=C=C.[H]Cl.[H]Cl
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
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
MDL 72527 dihydrochloride is a potent polyamine oxidase (PAO) inhibitor.
In vitro activity:
MDL-72527 significantly increased spermine, spermidine and/or putrescine contents as a result of reduced activity of PA oxidases; furthermore, it inhibited H2O2 and NO production during salt treatment. These results indicate that PAO contributed to H2O2 and NO production under salt stress, and the terminal activities of DAO and PAO play a role in cell death induction at 250mM NaCl. Reference: Funct Plant Biol. 2017 May;44(5):480-492. https://pubmed.ncbi.nlm.nih.gov/32480581/
In vivo activity:
In an intraluminal suture occlusion model of middle cerebral artery in spontaneously hypertensive rats, 100 mg/kg MDL 72527 changed the brain edema formation from 85.7 +/- 0.3 to 84.5 +/- 0.9% in cortex (p < 0.05) and from 79.9 +/- 1.7 to 78.4 +/- 2.0% in subcortex (difference not significant). Ischemic injury volume was reduced by 22% in the cortex (p < 0.05) and 17% in the subcortex (p < 0.05) after inhibition of polyamine oxidase by MDL 72527. The increase in putrescine levels at the ischemic cortical and subcortical region was reduced by a mean of 45% with MDL 72527 treatment. Reference: J Neurochem. 1999 Feb;72(2):765-70. https://pubmed.ncbi.nlm.nih.gov/9930751/
Solvent mg/mL mM
Solubility
DMSO 6.4 24.19
PBS (pH 7.2) 10.0 37.70
Water 100.0 377.04
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 265.22 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
Formulation protocol:
1. Manasieva V, Thakur S, Lione LA, Patel J, Baydoun A, Skamarauskas J. Semicarbazide-Sensitive Amine Oxidase (SSAO) and Lysyl Oxidase (LOX) Association in Rat Aortic Vascular Smooth Muscle Cells. Biomolecules. 2022 Oct 26;12(11):1563. doi: 10.3390/biom12111563. PMID: 36358914; PMCID: PMC9687190. 2. Takács Z, Poór P, Szepesi Á, Tari I. In vivo inhibition of polyamine oxidase by a spermine analogue, MDL-72527, in tomato exposed to sublethal and lethal salt stress. Funct Plant Biol. 2017 May;44(5):480-492. doi: 10.1071/FP16280. PMID: 32480581. 3. Zahedi K, Barone S, Wang Y, Murray-Stewart T, Roy-Chaudhury P, Smith RD, Casero RA Jr, Soleimani M. Proximal tubule epithelial cell specific ablation of the spermidine/spermine N1-acetyltransferase gene reduces the severity of renal ischemia/reperfusion injury. PLoS One. 2014 Nov 12;9(11):e110161. doi: 10.1371/journal.pone.0110161. PMID: 25390069; PMCID: PMC4229091. 4. Doğan A, Rao AM, Hatcher J, Rao VL, Başkaya MK, Dempsey RJ. Effects of MDL 72527, a specific inhibitor of polyamine oxidase, on brain edema, ischemic injury volume, and tissue polyamine levels in rats after temporary middle cerebral artery occlusion. J Neurochem. 1999 Feb;72(2):765-70. doi: 10.1046/j.1471-4159.1999.0720765.x. PMID: 9930751.
In vitro protocol:
1. Manasieva V, Thakur S, Lione LA, Patel J, Baydoun A, Skamarauskas J. Semicarbazide-Sensitive Amine Oxidase (SSAO) and Lysyl Oxidase (LOX) Association in Rat Aortic Vascular Smooth Muscle Cells. Biomolecules. 2022 Oct 26;12(11):1563. doi: 10.3390/biom12111563. PMID: 36358914; PMCID: PMC9687190. 2. Takács Z, Poór P, Szepesi Á, Tari I. In vivo inhibition of polyamine oxidase by a spermine analogue, MDL-72527, in tomato exposed to sublethal and lethal salt stress. Funct Plant Biol. 2017 May;44(5):480-492. doi: 10.1071/FP16280. PMID: 32480581.
In vivo protocol:
1. Zahedi K, Barone S, Wang Y, Murray-Stewart T, Roy-Chaudhury P, Smith RD, Casero RA Jr, Soleimani M. Proximal tubule epithelial cell specific ablation of the spermidine/spermine N1-acetyltransferase gene reduces the severity of renal ischemia/reperfusion injury. PLoS One. 2014 Nov 12;9(11):e110161. doi: 10.1371/journal.pone.0110161. PMID: 25390069; PMCID: PMC4229091. 2. Doğan A, Rao AM, Hatcher J, Rao VL, Başkaya MK, Dempsey RJ. Effects of MDL 72527, a specific inhibitor of polyamine oxidase, on brain edema, ischemic injury volume, and tissue polyamine levels in rats after temporary middle cerebral artery occlusion. J Neurochem. 1999 Feb;72(2):765-70. doi: 10.1046/j.1471-4159.1999.0720765.x. PMID: 9930751.
1. Bey et al (1985) N-2,3-butadienyl-1,4-butanediamine derivatives: potent irreversible inactivators of mammalian polyamine oxidase. J.Med.Chem. 28 1 PMID: 3965702 2. Dogan et al (1999) Effects of MDL 72527, a specific inhibitor of polyamine oxidase, on brain edema, ischemic injury volume, and tissue polyamine levels in rats after temporary middle cerebral artery occlusion. J.Neurochem. 72 765 PMID: 9930751 3. Basu et al (2009) A small molecule polyamine oxidase inhibitor blocks androgen-induced oxidative stress and delays prostate cancer progression in the transgenic adenocarcinoma of the mouse prostate model. Cancer Res. 69 7689 PMID: 19773450