WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H531409
CAS#: 865305-30-2
Description: AF353 is a P2X3 receptor antagonist. Antagonism of the P2X3 receptor is one of the potential therapeutic strategies for the management of neuropathic pain because P2X3 receptors are predominantly localized on small to medium diameter C- and Aδ-fiber primary afferent neurons, which are related to the pain-sensing system.
Hodoodo Cat#: H531409
Name: AF353
CAS#: 865305-30-2
Chemical Formula: C14H17IN4O2
Exact Mass: 400.04
Molecular Weight: 400.221
Elemental Analysis: C, 42.02; H, 4.28; I, 31.71; N, 14.00; O, 8.00
Synonym: AF353; AF-353; AF 353.
IUPAC/Chemical Name: 5-(5-iodo-4-methoxy-2-propan-2-ylphenoxy)pyrimidine-2,4-diamine
InChi Key: AATPYXMXFBBKFO-UHFFFAOYSA-N
InChi Code: InChI=1S/C14H17IN4O2/c1-7(2)8-4-11(20-3)9(15)5-10(8)21-12-6-18-14(17)19-13(12)16/h4-7H,1-3H3,(H4,16,17,18,19)
SMILES Code: NC1=NC=C(OC2=CC(I)=C(OC)C=C2C(C)C)C(N)=N1
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:
| Biological target: | |
| In vitro activity: | |
| In vivo activity: |
The following data is based on the product molecular weight 400.22 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.
| 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: |
1: Larson ED, Vandenbeuch A, Anderson CB, Kinnamon SC. Function, Innervation, and Neurotransmitter Signaling in Mice Lacking Type-II Taste Cells. eNeuro. 2020 Feb 3;7(1):ENEURO.0339-19.2020. doi: 10.1523/ENEURO.0339-19.2020. PMID: 31988217; PMCID: PMC7004487.
2: Jung YH, Kim YO, Lin H, Cho JH, Park JH, Lee SD, Bae J, Kang KM, Kim YG, Pae AN, Ko H, Park CS, Yoon MH, Kim YC. Discovery of Potent Antiallodynic Agents for Neuropathic Pain Targeting P2X3 Receptors. ACS Chem Neurosci. 2017 Jul 19;8(7):1465-1478. doi: 10.1021/acschemneuro.6b00401. Epub 2017 Apr 6. PMID: 28323403.
3: He J, Li C, Hu W, Li C, Liu S, Sui J, Zhang T, Sun Q, Luo Y. Identification of selective mtbDHFR inhibitors by virtual screening and experimental approaches. Chem Biol Drug Des. 2022 Dec;100(6):1005-1016. doi: 10.1111/cbdd.14018. Epub 2022 Jan 21. PMID: 34981654.
4: Wang J, Wang Y, Cui WW, Huang Y, Yang Y, Liu Y, Zhao WS, Cheng XY, Sun WS, Cao P, Zhu MX, Wang R, Hattori M, Yu Y. Druggable negative allosteric site of P2X3 receptors. Proc Natl Acad Sci U S A. 2018 May 8;115(19):4939-4944. doi: 10.1073/pnas.1800907115. Epub 2018 Apr 19. PMID: 29674445; PMCID: PMC5948998.
5: Feng QF, Zhang AD, Xing M, Wang X, Ming SR, Chen YL. Electroacupuncture Alleviates Bladder Overactivity via Inhabiting Bladder P2X3 Receptor. Evid Based Complement Alternat Med. 2020 Mar 16;2020:4080891. doi: 10.1155/2020/4080891. PMID: 32256644; PMCID: PMC7103056.
6: Cui WW, Wang SY, Zhang YQ, Wang Y, Fan YZ, Guo CR, Li XH, Lei YT, Wang WH, Yang XN, Hattori M, Li CZ, Wang J, Yu Y. P2X3-selective mechanism of Gefapixant, a drug candidate for the treatment of refractory chronic cough. Comput Struct Biotechnol J. 2022 Mar 31;20:1642-1653. doi: 10.1016/j.csbj.2022.03.030. PMID: 35465163; PMCID: PMC9014320.
7: Yin D, Zhang T, Dai P. The purinergic receptors 2X3 on spiral ganglion neurons enhance the medial olivocochlear reflex in mice after long-term moderate noise exposure. Neuroreport. 2022 Dec 14;33(18):786-790. doi: 10.1097/WNR.0000000000001846. Epub 2022 Nov 1. PMID: 36367795.
8: Liu X, Yang Y, Gao Y, Zhang H, Zhu J, Dong X, Xu J. Estrogen inhibits bladder overactivity in rats with cyclophosphamide-induced cystitis via downregulating the expression of P2X3 receptors in bladder epithelium cells. Neurourol Urodyn. 2022 Jan;41(1):174-187. doi: 10.1002/nau.24811. Epub 2021 Oct 7. PMID: 34622458.
9: Zhang C, Li X, Boone TB, Cruz Y, Zhang Y, Munoz A. Voiding Dysfunction in Old Male Rats Associated With Enlarged Prostate and Irregular Afferent-Triggered Reflex Responses. Int Neurourol J. 2020 Sep;24(3):258-269. doi: 10.5213/inj.2040114.057. Epub 2020 Sep 30. PMID: 33017896; PMCID: PMC7538283.
10: Gever JR, Soto R, Henningsen RA, Martin RS, Hackos DH, Panicker S, Rubas W, Oglesby IB, Dillon MP, Milla ME, Burnstock G, Ford AP. AF-353, a novel, potent and orally bioavailable P2X3/P2X2/3 receptor antagonist. Br J Pharmacol. 2010 Jul;160(6):1387-98. doi: 10.1111/j.1476-5381.2010.00796.x. PMID: 20590629; PMCID: PMC2938810.
11: Salazar BH, Hoffman KA, Zhang C, Zhang Y, Cruz Y, Boone TB, Munoz A. Modulatory effects of intravesical P2X2/3 purinergic receptor inhibition on lower urinary tract electromyographic properties and voiding function of female rats with moderate or severe spinal cord injury. BJU Int. 2019 Mar;123(3):538-547. doi: 10.1111/bju.14561. Epub 2018 Oct 26. PMID: 30255543; PMCID: PMC6715153.
12: Vandenbeuch A, Larson ED, Anderson CB, Smith SA, Ford AP, Finger TE, Kinnamon SC. Postsynaptic P2X3-containing receptors in gustatory nerve fibres mediate responses to all taste qualities in mice. J Physiol. 2015 Mar 1;593(5):1113-25. doi: 10.1113/jphysiol.2014.281014. Epub 2015 Jan 20. PMID: 25524179; PMCID: PMC4358674.
13: Weigand LA, Ford AP, Undem BJ. A role for ATP in bronchoconstriction-induced activation of guinea pig vagal intrapulmonary C-fibres. J Physiol. 2012 Aug 15;590(16):4109-20. doi: 10.1113/jphysiol.2012.233460. Epub 2012 Jun 11. PMID: 22687618; PMCID: PMC3476651.
14: Kaan TK, Yip PK, Patel S, Davies M, Marchand F, Cockayne DA, Nunn PA, Dickenson AH, Ford AP, Zhong Y, Malcangio M, McMahon SB. Systemic blockade of P2X3 and P2X2/3 receptors attenuates bone cancer pain behaviour in rats. Brain. 2010 Sep;133(9):2549-64. doi: 10.1093/brain/awq194. PMID: 20802203.
15: Salazar BH, Hoffman KA, Zhang C, Kavanagh A, Zhang Y, Boone TB, Munoz A. Electrical Activity of the Bladder Is Attenuated by Intravesical Inhibition of P2X2/3 Receptors During Micturition in Female Rats. Int Neurourol J. 2017 Dec;21(4):259-269. doi: 10.5213/inj.1734998.499. Epub 2017 Dec 31. PMID: 29298472; PMCID: PMC5756821.
16: Munoz A, Somogyi GT, Boone TB, Ford AP, Smith CP. Modulation of bladder afferent signals in normal and spinal cord-injured rats by purinergic P2X3 and P2X2/3 receptors. BJU Int. 2012 Oct;110(8 Pt B):E409-14. doi: 10.1111/j.1464-410X.2012.11189.x. Epub 2012 Apr 30. PMID: 22540742; PMCID: PMC4537156.
