MedKoo Cat#: 532869 | Name: UFP-512

Description:

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

UFP-512 is a novel selective delta-opioid (DOP) receptor agonist. UFP-512 is a promising drug prototype for exploring innovative treatments for mood disorders.

Chemical Structure

UFP-512
UFP-512
CAS#480446-44-4

Theoretical Analysis

MedKoo Cat#: 532869

Name: UFP-512

CAS#: 480446-44-4

Chemical Formula: C31H33N5O5

Exact Mass: 555.2482

Molecular Weight: 555.64

Elemental Analysis: C, 67.01; H, 5.99; N, 12.60; O, 14.40

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
UFP-512, UFP 512, UFP512
IUPAC/Chemical Name
(3S)-3-[[(3S)-2-[(2S)-2-amino-3-(4-hydroxy-2,6-dimethylphenyl)propanoyl]3,4-dihydro-1H-isoquinoline-3-carbonyl]amino]-3-(1H-benzimidazol-2-yl)propanoic acid
InChi Key
USVQTDLSVBRMCR-YGPDHOBYSA-N
InChi Code
InChI=1S/C31H33N5O5/c1-17-11-21(37)12-18(2)22(17)14-23(32)31(41)36-16-20-8-4-3-7-19(20)13-27(36)30(40)35-26(15-28(38)39)29-33-24-9-5-6-10-25(24)34-29/h3-12,23,26-27,37H,13-16,32H2,1-2H3,(H,33,34)(H,35,40)(H,38,39)/t23-,26-,27-/m0/s1
SMILES Code
O=C(O)C[C@H](NC([C@H]1N(C([C@@H](N)CC2=C(C)C=C(O)C=C2C)=O)CC3=C(C=CC=C3)C1)=O)C4=NC5=CC=CC=C5N4
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
>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 555.64 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: Zhi F, Xue L, Shao N, Deng D, Kang X, Chao D, Xu Y, Wang R, Yang Y, Xia Y. δ-Opioid Receptor Activation and MicroRNA Expression in the Rat Heart Under Prolonged Hypoxia. Cell Physiol Biochem. 2016;39(3):1118-28. doi: 10.1159/000447815. Epub 2016 Aug 29. PubMed PMID: 27576463. 2: Xu Y, Zhi F, Shao N, Wang R, Yang Y, Xia Y. Cytoprotection against Hypoxic and/or MPP⁺ Injury: Effect of δ-Opioid Receptor Activation on Caspase 3. Int J Mol Sci. 2016 Aug 9;17(8). pii: E1179. doi: 10.3390/ijms17081179. PubMed PMID: 27517901; PubMed Central PMCID: PMC5000589. 3: Cao S, Chao D, Zhou H, Balboni G, Xia Y. A novel mechanism for cytoprotection against hypoxic injury: δ-opioid receptor-mediated increase in Nrf2 translocation. Br J Pharmacol. 2015 Apr;172(7):1869-81. doi: 10.1111/bph.13031. Epub 2015 Feb 10. PubMed PMID: 25439010; PubMed Central PMCID: PMC4376463. 4: Liang J, Chao D, Sandhu HK, Yu Y, Zhang L, Balboni G, Kim DH, Xia Y. δ-Opioid receptors up-regulate excitatory amino acid transporters in mouse astrocytes. Br J Pharmacol. 2014 Dec;171(23):5417-30. doi: 10.1111/bph.12857. PubMed PMID: 25052197; PubMed Central PMCID: PMC4294049. 5: Wang Q, Chao D, Chen T, Sandhu H, Xia Y. δ-Opioid receptors and inflammatory cytokines in hypoxia: differential regulation between glial and neuron-like cells. Transl Stroke Res. 2014 Aug;5(4):476-83. doi: 10.1007/s12975-014-0342-1. Epub 2014 May 2. PubMed PMID: 24788819. 6: Chen T, Li J, Chao D, Sandhu HK, Liao X, Zhao J, Wen G, Xia Y. δ-Opioid receptor activation reduces α-synuclein overexpression and oligomer formation induced by MPP(+) and/or hypoxia. Exp Neurol. 2014 May;255:127-36. doi: 10.1016/j.expneurol.2014.02.022. Epub 2014 Mar 5. PubMed PMID: 24613828. 7: Kabli N, Nguyen T, Balboni G, O'Dowd BF, George SR. Antidepressant-like and anxiolytic-like effects following activation of the μ-δ opioid receptor heteromer in the nucleus accumbens. Mol Psychiatry. 2014 Sep;19(9):986-94. doi: 10.1038/mp.2013.115. Epub 2013 Sep 24. PubMed PMID: 24061495. 8: Charfi I, Nagi K, Mnie-Filali O, Thibault D, Balboni G, Schiller PW, Trudeau LE, Pineyro G. Ligand- and cell-dependent determinants of internalization and cAMP modulation by delta opioid receptor (DOR) agonists. Cell Mol Life Sci. 2014 Apr;71(8):1529-46. PubMed PMID: 24022593; PubMed Central PMCID: PMC3952036. 9: Tian X, Hua F, Sandhu HK, Chao D, Balboni G, Salvadori S, He X, Xia Y. Effect of δ-opioid receptor activation on BDNF-TrkB vs. TNF-α in the mouse cortex exposed to prolonged hypoxia. Int J Mol Sci. 2013 Jul 31;14(8):15959-76. doi: 10.3390/ijms140815959. PubMed PMID: 23912236; PubMed Central PMCID: PMC3759895. 10: Yang Y, Zhi F, He X, Moore ML, Kang X, Chao D, Wang R, Kim DH, Xia Y. δ-opioid receptor activation and microRNA expression of the rat cortex in hypoxia. PLoS One. 2012;7(12):e51524. doi: 10.1371/journal.pone.0051524. Epub 2012 Dec 13. PubMed PMID: 23272113; PubMed Central PMCID: PMC3521741. 11: Mabrouk OS, Marti M, Salvadori S, Morari M. The novel delta opioid receptor agonist UFP-512 dually modulates motor activity in hemiparkinsonian rats via control of the nigro-thalamic pathway. Neuroscience. 2009 Dec 1;164(2):360-9. doi: 10.1016/j.neuroscience.2009.08.058. Epub 2009 Sep 1. PubMed PMID: 19729051. 12: Balboni G, Fiorini S, Baldisserotto A, Trapella C, Sasaki Y, Ambo A, Marczak ED, Lazarus LH, Salvadori S. Further studies on lead compounds containing the opioid pharmacophore Dmt-Tic. J Med Chem. 2008 Aug 28;51(16):5109-17. doi: 10.1021/jm800587e. Epub 2008 Aug 5. PubMed PMID: 18680274; PubMed Central PMCID: PMC2812024. 13: Vergura R, Balboni G, Spagnolo B, Gavioli E, Lambert DG, McDonald J, Trapella C, Lazarus LH, Regoli D, Guerrini R, Salvadori S, Caló G. Anxiolytic- and antidepressant-like activities of H-Dmt-Tic-NH-CH(CH2-COOH)-Bid (UFP-512), a novel selective delta opioid receptor agonist. Peptides. 2008 Jan;29(1):93-103. Epub 2007 Oct 23. PubMed PMID: 18069089. 14: Aguila B, Coulbault L, Boulouard M, Léveillé F, Davis A, Tóth G, Borsodi A, Balboni G, Salvadori S, Jauzac P, Allouche S. In vitro and in vivo pharmacological profile of UFP-512, a novel selective delta-opioid receptor agonist; correlations between desensitization and tolerance. Br J Pharmacol. 2007 Dec;152(8):1312-24. Epub 2007 Nov 5. Erratum in: Br J Pharmacol. 2007 Dec;152(8):1325. PubMed PMID: 17982482; PubMed Central PMCID: PMC2189997.