MedKoo Cat#: 526323 | Name: SCH-442416
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Description:

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

SCH-442416 is a selective adenosine A2A receptor antagonist. SCH-442416 binds to human and rat A2A receptors with high affinity (Ki values are 0.048 and 0.5 nM respectively). It displays > 23000-fold selectivity for hA2A over hA1 in vitro with minimal affinity for hA2B and hA3 receptors (IC50 > 10 μM).

Chemical Structure

SCH-442416
SCH-442416
CAS#316173-57-6

Theoretical Analysis

MedKoo Cat#: 526323

Name: SCH-442416

CAS#: 316173-57-6

Chemical Formula: C20H19N7O2

Exact Mass: 389.1600

Molecular Weight: 389.42

Elemental Analysis: C, 61.69; H, 4.92; N, 25.18; O, 8.22

Price and Availability

Size Price Availability Quantity
25mg USD 250.00 2 Weeks
50mg USD 450.00 2 Weeks
100mg USD 750.00 2 Weeks
200mg USD 1,350.00 2 Weeks
500mg USD 2,950.00 2 Weeks
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Related CAS #
No Data
Synonym
SCH-442416; SCH 442416; SCH442416.
IUPAC/Chemical Name
2-(furan-2-yl)-7-(3-(4-methoxyphenyl)propyl)-7H-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-amine
InChi Key
AEULVFLPCJOBCE-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H19N7O2/c1-28-14-8-6-13(7-9-14)4-2-10-26-18-15(12-22-26)19-23-17(16-5-3-11-29-16)25-27(19)20(21)24-18/h3,5-9,11-12H,2,4,10H2,1H3,(H2,21,24)
SMILES Code
COc1ccc(cc1)CCCn2c3c(cn2)c4nc(nn4c(n3)N)c5ccco5
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
Product Data
Biological target:
SCH-442416 is an A2AR antagonist, with Kis of 0.048 and 0.5 nM for human and rat A2AR respectively. SCH-442416 displays more than 23,000-fold selectivity over A1R, A2BR, and A3R (Ki=1,111, 10,000, and 10,000 nM, respectively).
In vitro activity:
SCH-442416 may modulate Kir 2.1 and Kir 4.1 channels in Müller cells, potentially offering protective effects on retinal neurons in hypoxic conditions. Treatment with SCH-442416 under hypoxic conditions led to increased mRNA expression of Kir 2.1 and Kir 4.1 channels in retinal Müller cells. At higher concentrations of SCH-442416, the mRNA expression of both channels decreased. Reference: Adv Clin Exp Med. 2013 Nov-Dec;22(6):825-9. https://pubmed.ncbi.nlm.nih.gov/24431311/
In vivo activity:
In Sprague-Dawley rats, SCH-442416 had no effect on acute cocaine-induced locomotion but inhibited the expression of locomotor sensitization. SCH-442416 inhibited cocaine-induced seeking, but had no effect on sucrose seeking and did not induce cocaine seeking when administered alone. Reference: Psychopharmacology (Berl). 2019 Feb;236(2):699-708. https://pubmed.ncbi.nlm.nih.gov/30392131/
Solvent mg/mL mM
Solubility
DMF 15.0 38.52
DMSO 10.0 25.68
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 389.42 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. Kang X, Yu J, Wei Y, Zhao P. The effect of A 2A receptor antagonist (SCH 442416) on the mRNA expression of Kir 2.1 and Kir 4.1 channels in rat retinal Müller cells under hypoxic conditions in vitro. Adv Clin Exp Med. 2013 Nov-Dec;22(6):825-9. PMID: 24431311. 2. Yu J, Huang X, Wu Q, Wang J, Yu X, Zhao P. Effect of A(2A) receptor antagonist (SCH 442416) on the mRNA expression of glutamate aspartate transporter and glutamine synthetase in rat retinal Müller cells under hypoxic conditions in vitro. Exp Ther Med. 2012 May;3(5):803-806. doi: 10.3892/etm.2012.486. Epub 2012 Feb 13. PMID: 22969972; PMCID: PMC3438628. 3. Haynes NS, O'Neill CE, Hobson BD, Bachtell RK. Effects of adenosine A2A receptor antagonists on cocaine-induced locomotion and cocaine seeking. Psychopharmacology (Berl). 2019 Feb;236(2):699-708. doi: 10.1007/s00213-018-5097-z. Epub 2018 Nov 3. PMID: 30392131; PMCID: PMC6401288. 4. Taura J, Valle-León M, Sahlholm K, Watanabe M, Van Craenenbroeck K, Fernández-Dueñas V, Ferré S, Ciruela F. Behavioral control by striatal adenosine A2A -dopamine D2 receptor heteromers. Genes Brain Behav. 2018 Apr;17(4):e12432. doi: 10.1111/gbb.12432. Epub 2017 Nov 17. PMID: 29053217.
In vitro protocol:
1. Kang X, Yu J, Wei Y, Zhao P. The effect of A 2A receptor antagonist (SCH 442416) on the mRNA expression of Kir 2.1 and Kir 4.1 channels in rat retinal Müller cells under hypoxic conditions in vitro. Adv Clin Exp Med. 2013 Nov-Dec;22(6):825-9. PMID: 24431311. 2. Yu J, Huang X, Wu Q, Wang J, Yu X, Zhao P. Effect of A(2A) receptor antagonist (SCH 442416) on the mRNA expression of glutamate aspartate transporter and glutamine synthetase in rat retinal Müller cells under hypoxic conditions in vitro. Exp Ther Med. 2012 May;3(5):803-806. doi: 10.3892/etm.2012.486. Epub 2012 Feb 13. PMID: 22969972; PMCID: PMC3438628.
In vivo protocol:
1. Haynes NS, O'Neill CE, Hobson BD, Bachtell RK. Effects of adenosine A2A receptor antagonists on cocaine-induced locomotion and cocaine seeking. Psychopharmacology (Berl). 2019 Feb;236(2):699-708. doi: 10.1007/s00213-018-5097-z. Epub 2018 Nov 3. PMID: 30392131; PMCID: PMC6401288. 2. Taura J, Valle-León M, Sahlholm K, Watanabe M, Van Craenenbroeck K, Fernández-Dueñas V, Ferré S, Ciruela F. Behavioral control by striatal adenosine A2A -dopamine D2 receptor heteromers. Genes Brain Behav. 2018 Apr;17(4):e12432. doi: 10.1111/gbb.12432. Epub 2017 Nov 17. PMID: 29053217.
1: Kang X, Yu J, Wei Y, Zhao P. The effect of A 2A receptor antagonist (SCH 442416) on the mRNA expression of Kir 2.1 and Kir 4.1 channels in rat retinal Müller cells under hypoxic conditions in vitro. Adv Clin Exp Med. 2013 Nov-Dec;22(6):825-9. PubMed PMID: 24431311. 2: Yu J, Huang X, Wu Q, Wang J, Yu X, Zhao P. Effect of A(2A) receptor antagonist (SCH 442416) on the mRNA expression of glutamate aspartate transporter and glutamine synthetase in rat retinal Müller cells under hypoxic conditions in vitro. Exp Ther Med. 2012 May;3(5):803-806. PubMed PMID: 22969972; PubMed Central PMCID: PMC3438628. 3: Yu J, Zhong Y, Shen X, Cheng Y, Qi J, Wang J. In vitro effect of adenosine A2A receptor antagonist SCH 442416 on the expression of glutamine synthetase and glutamate aspartate transporter in rat retinal Müller cells at elevated hydrostatic pressure. Oncol Rep. 2012 Mar;27(3):748-52. doi: 10.3892/or.2011.1565. PubMed PMID: 22134673.