Xanthine amine congener

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

MedKoo CAT#: 208237

CAS#: 96865-92-8

Description: Xanthine amine congener is an antagonist radioligand for adenosine receptors

Chemical Structure

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Xanthine amine congener
CAS# 96865-92-8
Instruction

Theoretical Analysis

MedKoo Cat#: 208237
Name: Xanthine amine congener
CAS#: 96865-92-8
Chemical Formula: C21H28N6O4
Exact Mass: 428.22
Molecular Weight: 428.490
Elemental Analysis: Chemical Formula: C21H28N6O4 Exact Mass: 428.2172 Molecular Weight: 428.4930 Elemental Analysis: C, 58.86; H, 6.59; N, 19.61; O, 14.94

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: Xanthine-amine congener, Xanthine -amine-congener, XAC; Papaxac

IUPAC/Chemical Name: N-(2-Aminoethyl)-2-[4-(2,6-dioxo-1,3-dipropyl-7H-purin-8-yl)phenoxy]acetamide

InChi Key: FIQGIOAELHTLHM-UHFFFAOYSA-N

InChi Code: InChI=1S/C21H28N6O4/c1-3-11-26-19-17(20(29)27(12-4-2)21(26)30)24-18(25-19)14-5-7-15(8-6-14)31-13-16(28)23-10-9-22/h5-8H,3-4,9-13,22H2,1-2H3,(H,23,28)(H,24,25)

SMILES Code: O=C(NCCN)COC1=CC=C(C(N2)=NC(N(CCC)C(N3CCC)=O)=C2C3=O)C=C1

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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 428.49 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:
In vitro protocol:
In vivo protocol:

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1: Jacobson KA, Ukena D, Kirk KL, Daly JW. [3H]xanthine amine congener of 1,3-dipropyl-8-phenylxanthine: an antagonist radioligand for adenosine receptors. Proc Natl Acad Sci U S A. 1986 Jun;83(11):4089-93. doi: 10.1073/pnas.83.11.4089. PMID: 3012550; PMCID: PMC323672.


2: Ji XD, Stiles GL, Jacobson KA. [(3)H]XAC (xanthine amine congener) is a radioligand for A(2)-adenosine receptors in rabbit striatum. Neurochem Int. 1991;18(2):207-13. doi: 10.1016/0197-0186(91)90187-i. PMID: 20504695; PMCID: PMC4827159.


3: Gao ZG, Toti KS, Campbell R, Suresh RR, Yang H, Jacobson KA. Allosteric Antagonism of the A2A Adenosine Receptor by a Series of Bitopic Ligands. Cells. 2020 May 12;9(5):1200. doi: 10.3390/cells9051200. PMID: 32408534; PMCID: PMC7290864.


4: Morgan PF, Deckert J, Jacobson KA, Marangos PJ, Daly JW. Potent convulsant actions of the adenosine receptor antagonist, xanthine amine congener (XAC). Life Sci. 1989;45(8):719-28. doi: 10.1016/0024-3205(89)90091-x. PMID: 2779359; PMCID: PMC3478950.


5: Senchina DS, Hallam JE, Kohut ML, Nguyen NA, Perera MA. Alkaloids and athlete immune function: caffeine, theophylline, gingerol, ephedrine, and their congeners. Exerc Immunol Rev. 2014;20:68-93. PMID: 24974722.


6: Barone S, Churchill PC, Jacobson KA. Adenosine receptor prodrugs: towards kidney-selective dialkylxanthines. J Pharmacol Exp Ther. 1989 Jul;250(1):79-85. PMID: 2746513; PMCID: PMC3476460.


7: Sawmiller DR, Linden J, Berne RM. Effects of xanthine amine congener on hypoxic coronary resistance and venous and epicardial adenosine concentrations. Cardiovasc Res. 1994 May;28(5):604-9. doi: 10.1093/cvr/28.5.604. PMID: 8025903.


8: Al-Khadhra RS. The determination of common anabolic steroid and stimulants in nutritional supplements by HPLC-DAD and LC-MS. J Chromatogr Sci. 2020 Apr 23;58(4):355-361. doi: 10.1093/chromsci/bmz121. PMID: 32099999.


9: Ukena D, Jacobson KA, Kirk KL, Daly JW. A [3H]amine congener of 1,3-dipropyl-8-phenylxanthine. A new radioligand for A2 adenosine receptors of human platelets. FEBS Lett. 1986 Apr 21;199(2):269-74. doi: 10.1016/0014-5793(86)80493-8. PMID: 3009222; PMCID: PMC4351550.


10: Deckert J, Morgan PF, Bisserbe JC, Jacobson KA, Kirk KL, Daly JW, Marangos PJ. Autoradiographic localization of mouse brain adenosine receptors with an antagonist ([3H]xanthine amine congener) ligand probe. Neurosci Lett. 1988 Mar 31;86(2):121-6. doi: 10.1016/0304-3940(88)90557-5. PMID: 3368115; PMCID: PMC6231418.