Aminophylline
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MedKoo CAT#: 565450

CAS#: 317-34-0 (EDA)

Description: Aminophylline is an inhibitor of cAMP or cGMP phosphodiesterases, increasing levels of the second messenger cAMP or cGMP intracellularly, also acting as a CNS stimulant and exerts a positive chronotropic and inotropic effect on the heart.

Chemical Structure

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Aminophylline
CAS# 317-34-0 (EDA)
Instruction

Theoretical Analysis

MedKoo Cat#: 565450
Name: Aminophylline
CAS#: 317-34-0 (EDA)
Chemical Formula: C16H24N10O4
Exact Mass: 0.00
Molecular Weight: 420.430
Elemental Analysis: C, 45.71; H, 5.75; N, 33.32; O, 15.22

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25g USD 200
100g USD 450
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Related CAS #: 58-55-9 (free)   317-34-0 (EDA)    

Synonym: Aminophylline, Aminophyllin; Theophyllamine; Cardophyllin; Phyllocontin

IUPAC/Chemical Name: 1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione compound with ethane-1,2-diamine (2:1)

InChi Key: FQPFAHBPWDRTLU-UHFFFAOYSA-N

InChi Code: InChI=1S/2C7H8N4O2.C2H8N2/c2*1-10-5-4(8-3-9-5)6(12)11(2)7(10)13;3-1-2-4/h2*3H,1-2H3,(H,8,9);1-4H2

SMILES Code: CN1C2=C(NC=N2)C(N(C)C1=O)=O.CN3C4=C(NC=N4)C(N(C)C3=O)=O.NCCN

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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 420.43 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: Wei G, Sun R, Xu T, Kong S, Zhang S. Aminophylline promotes mitochondrial biogenesis in human pulmonary bronchial epithelial cells. Biochem Biophys Res Commun. 2019 Jul 12;515(1):31-36. doi: 10.1016/j.bbrc.2019.05.013. Epub 2019 May 20. PubMed PMID: 31122698.

2: Lin CC, Chen WJ, Liaw SF, Lin MW, Lin SC. Effects of aminophylline on airway epithelial-mesenchymal transition in brown Norway rats after repeated allergen challenge. Exp Lung Res. 2019 Feb - Mar;45(1-2):42-53. doi: 10.1080/01902148.2019.1610116. Epub 2019 May 8. PubMed PMID: 31064232.

3: Bhatt GC, Gogia P, Bitzan M, Das RR. Theophylline and aminophylline for prevention of acute kidney injury in neonates and children: a systematic review. Arch Dis Child. 2019 Jul;104(7):670-679. doi: 10.1136/archdischild-2018-315805. Epub 2019 Feb 23. PubMed PMID: 30798259.

4: Suneby Jagers JV, Ji M, Rothwell B, Easton PA. Aminophylline increases parasternal muscle action in awake canines. Pulm Pharmacol Ther. 2019 Jun;56:1-7. doi: 10.1016/j.pupt.2019.02.004. Epub 2019 Feb 21. PubMed PMID: 30797981.

5: Khan S, Arif SH, Naseem I. Interaction of aminophylline with photoilluminated riboflavin leads to ROS mediated macromolecular damage and cell death in benzopyrene induced mice lung carcinoma. Chem Biol Interact. 2019 Apr 1;302:135-142. doi: 10.1016/j.cbi.2019.02.003. Epub 2019 Feb 15. PubMed PMID: 30776357.

6: Abidov A, Dilsizian V, Doukky R, Duvall WL, Dyke C, Elliott MD, Hage FG, Henzlova MJ, Johnson NP, Schwartz RG, Thomas GS, Einstein AJ. Aminophylline shortage and current recommendations for reversal of vasodilator stress: An ASNC information statement endorsed by SCMR. J Nucl Cardiol. 2019 Jun;26(3):1007-1014. doi: 10.1007/s12350-018-01548-0. Epub 2018 Dec 20. Review. PubMed PMID: 30574677; PubMed Central PMCID: PMC6517353.

7: Abidov A, Dilsizian V, Doukky R, Duvall WL, Dyke C, Elliott MD, Hage FG, Henzlova MJ, Johnson NP, Schwartz RG, Thomas GS, Einstein AJ. Aminophylline shortage and current recommendations for reversal of vasodilator stress: an ASNC information statement endorsed by SCMR. J Cardiovasc Magn Reson. 2018 Dec 20;20(1):87. doi: 10.1186/s12968-018-0510-7. Review. PubMed PMID: 30567577; PubMed Central PMCID: PMC6300896.

8: Escalante G, Bryan P, Rodriguez J. Effects of a topical lotion containing aminophylline, caffeine, yohimbe, l-carnitine, and gotu kola on thigh circumference, skinfold thickness, and fat mass in sedentary females. J Cosmet Dermatol. 2018 Nov 19. doi: 10.1111/jocd.12801. [Epub ahead of print] PubMed PMID: 30456780.

9: Singleton EL, Le N, Ness GL. Theophylline and Caffeine as Alternatives During an Aminophylline Shortage. Ann Pharmacother. 2019 Mar;53(3):316-320. doi: 10.1177/1060028018806624. Epub 2018 Oct 11. PubMed PMID: 30304941.

10: Yang CJ, Chen T, Ni X, Yu WY, Wang W. Effect of pre-administration with aminophylline on the occurrence of post-dural puncture headache in women undergoing caesarean section by combined spinal-epidural anaesthesia. J Int Med Res. 2019 Jan;47(1):420-426. doi: 10.1177/0300060518803231. Epub 2018 Oct 1. PubMed PMID: 30270800; PubMed Central PMCID: PMC6384488.

11: Edward JA, Lee JH, White CJ, Morin DP, Bober R. Intravenous regadenoson with aminophylline reversal is safe and equivalent to intravenous adenosine infusion for fractional flow reserve measurements. Clin Cardiol. 2018 Oct;41(10):1348-1352. doi: 10.1002/clc.23052. Epub 2018 Oct 22. PubMed PMID: 30125368.

12: Drugs and Lactation Database (LactMed) [Internet]. Bethesda (MD): National Library of Medicine (US); 2006-. Available from http://www.ncbi.nlm.nih.gov/books/NBK501811/ PubMed PMID: 30000870.

13: Park K, Trout LC, Xu C, Wang M, Tamburro RF, Halstead ES. No Requirement for Targeted Theophylline Levels for Diuretic Effect of Aminophylline in Critically Ill Children. Pediatr Crit Care Med. 2018 Aug;19(8):e425-e432. doi: 10.1097/PCC.0000000000001608. PubMed PMID: 29927879; PubMed Central PMCID: PMC6080883.

14: Moon S, Baik HJ. Aminophylline and Ephedrine, but Not Flumazenil, Inhibit the Activity of the Excitatory Amino Acid Transporter 3 Expressed in Xenopus Oocytes and Reverse the Increased Activity by Propofol. Biomed Res Int. 2018 May 20;2018:6817932. doi: 10.1155/2018/6817932. eCollection 2018. PubMed PMID: 29888272; PubMed Central PMCID: PMC5985076.

15: Shahbazi S, Alishahi P, Asadpour E. Evaluation of the Effect of Aminophylline in Reducing the Incidence of Acute Kidney Injury After Cardiac Surgery. Anesth Pain Med. 2017 Aug 27;7(4):e21740. doi: 10.5812/aapm.21740. eCollection 2017 Aug. PubMed PMID: 29696106; PubMed Central PMCID: PMC5903222.

16: Ye C, Miao C, Yu L, Dong Z, Zhang J, Mao Y, Lu X, Lyu Q. Factors affecting the efficacy and safety of aminophylline in treatment of apnea of prematurity in neonatal intensive care unit. Pediatr Neonatol. 2019 Feb;60(1):43-49. doi: 10.1016/j.pedneo.2018.03.008. Epub 2018 Mar 30. PubMed PMID: 29673564.

17: Wu C, Guan D, Ren M, Ma Z, Wan C, Cui Y, Zhong P, Zhao W, Li C, Yan F, Xie J, Xue F, Lian Y, Liu H, Wang C, Ji X, Xie N. Aminophylline for treatment of postdural puncture headache: A randomized clinical trial. Neurology. 2018 Apr 24;90(17):e1523-e1529. doi: 10.1212/WNL.0000000000005351. Epub 2018 Mar 23. PubMed PMID: 29572284.

18: Megaly M, Sandoval Y, Lillyblad MP, Brilakis ES. Aminophylline for Preventing Bradyarrhythmias During Orbital or Rotational Atherectomy of the Right Coronary Artery. J Invasive Cardiol. 2018 May;30(5):186-189. Epub 2018 Feb 15. PubMed PMID: 29440624.

19: Nagasato A, Nakamura M, Kamimura H. [Comparative Study of the Efficacy and Safety of Caffeine and Aminophylline for the Treatment of Apnea in Preterm Infants]. Yakugaku Zasshi. 2018;138(2):237-242. doi: 10.1248/yakushi.17-00144. Japanese. PubMed PMID: 29386437.

20: Shivakumar M, Simon Lewis LE. Comparative Efficacy and Safety of Caffeine and Aminophylline for Apnea of Prematurity: Few Concerns: Author's Reply. Indian Pediatr. 2017 Dec 15;54(12):1057. PubMed PMID: 29317568.