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MedKoo Cat#: 540298 | Name: Miconazole nitrate
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Description:

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

Miconazole nitrate is an 14-α demethylase inhibitor and potential glucocorticoid receptor antagonist that inhibits ergosterol synthesis and fungal cell wall formation. It is used to treat fungal infections and is especially active against Candida. It also decreases expression of HIF-1α and VEGF in breast cancer and glioma cells.

Chemical Structure

Miconazole nitrate
Miconazole nitrate
CAS#22832-87-7 (nitrate)

Theoretical Analysis

MedKoo Cat#: 540298

Name: Miconazole nitrate

CAS#: 22832-87-7 (nitrate)

Chemical Formula: C18H15Cl4N3O4

Exact Mass: 476.9817

Molecular Weight: 479.14

Elemental Analysis: C, 45.12; H, 3.16; Cl, 29.59; N, 8.77; O, 13.36

Price and Availability

Size Price Availability Quantity
5g USD 350.00 2 weeks
10g USD 550.00 2 weeks
25g USD 950.00 2 Weeks
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Related CAS #
22916-47-8 (free) 22832-87-7 (nitrate) 1216653-50-7 (D5)
Synonym
Andergin; Deralbine; Florid; Micatin; R 14889; R14889; R-14889
IUPAC/Chemical Name
1-(2-((2,4-dichlorobenzyl)oxy)-2-(2,4-dichlorophenyl)ethyl)-1H-imidazole nitrate
InChi Key
MCCACAIVAXEFAL-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H14Cl4N2O.HNO3/c19-13-2-1-12(16(21)7-13)10-25-18(9-24-6-5-23-11-24)15-4-3-14(20)8-17(15)22;2-1(3)4/h1-8,11,18H,9-10H2;(H,2,3,4)
SMILES Code
ClC1=CC=C(C(Cl)=C1)COC(C2=CC=C(Cl)C=C2Cl)CN3C=CN=C3.O[N+]([O-])=O
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
Product Data
Instruction
View handling instruction
Biological target:
Miconazole nitrate (R18134 nitrate) is an imidazole antifungal agent.
In vitro activity:
Miconazole was found efficacious against gram-positive aerobic bacteria (n=62 species), the MICs against Staphylococcus (S.) aureus, S. spp., Streptococcus spp. und Enterococcus spp. ranged between 0.78 and 6.25 μg/mL. In conclusion, for the gram-positive aerobic bacteria the MICs of miconazole were found within a range which is much lower than the concentration of miconazole used in topical preparations (2%). Thus topically applied miconazole might be a therapeutic option in skin infections especially caused by gram-positive bacteria even by those strains which are resistant to antibiotics. Reference: Mycoses. 2017 Aug;60(8):552-557. https://pubmed.ncbi.nlm.nih.gov/28370366/
In vivo activity:
The cooperative ability was significantly improved in APP/PS1 mice treated with miconazole. Miconazole treatment increased oligodendrocyte maturation and myelin sheath thickness without reducing Aβ plaque deposition, reactive gliosis, and inflammatory factor levels in the mPFC. Miconazole also protected cultured oligodendrocytes from the toxicity of Aβ1-42. Reference: Int J Neuropsychopharmacol. 2022 Nov 17;25(11):951-967. https://pubmed.ncbi.nlm.nih.gov/36112386/
Solvent mg/mL mM
Solubility
DMSO 54.7 114.22
DMSO:PBS (pH 7.2) (1:2) 0.3 0.63
Ethanol 2.0 4.10
Water 0.1 0.21
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 479.14 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. Gong L, Zhu T, Chen C, Xia N, Yao Y, Ding J, Xu P, Li S, Sun Z, Dong X, Shen W, Sun P, Zeng L, Xie Y, Jiang P. Miconazole exerts disease-modifying effects during epilepsy by suppressing neuroinflammation via NF-κB pathway and iNOS production. Neurobiol Dis. 2022 Oct 1;172:105823. doi: 10.1016/j.nbd.2022.105823. Epub 2022 Jul 22. PMID: 35878745. 2. Nenoff P, Koch D, Krüger C, Drechsel C, Mayser P. New insights on the antibacterial efficacy of miconazole in vitro. Mycoses. 2017 Aug;60(8):552-557. doi: 10.1111/myc.12620. Epub 2017 Mar 30. PMID: 28370366. 3. Wang Z, Zhang Y, Feng W, Pang Y, Chen S, Ding S, Chen Y, Sheng C, Marshall C, Shi J, Xiao M. Miconazole Promotes Cooperative Ability of a Mouse Model of Alzheimer Disease. Int J Neuropsychopharmacol. 2022 Nov 17;25(11):951-967. doi: 10.1093/ijnp/pyac061. PMID: 36112386; PMCID: PMC9670758. 4. Alsharif IA, Fayed HM, Abdel-Rahman RF, Abd-Elsalam RM, Ogaly HA. Miconazole Mitigates Acetic Acid-Induced Experimental Colitis in Rats: Insight into Inflammation, Oxidative Stress and Keap1/Nrf-2 Signaling Crosstalk. Biology (Basel). 2022 Feb 13;11(2):303. doi: 10.3390/biology11020303. PMID: 35205169; PMCID: PMC8869207.
In vitro protocol:
1. Gong L, Zhu T, Chen C, Xia N, Yao Y, Ding J, Xu P, Li S, Sun Z, Dong X, Shen W, Sun P, Zeng L, Xie Y, Jiang P. Miconazole exerts disease-modifying effects during epilepsy by suppressing neuroinflammation via NF-κB pathway and iNOS production. Neurobiol Dis. 2022 Oct 1;172:105823. doi: 10.1016/j.nbd.2022.105823. Epub 2022 Jul 22. PMID: 35878745. 2. Nenoff P, Koch D, Krüger C, Drechsel C, Mayser P. New insights on the antibacterial efficacy of miconazole in vitro. Mycoses. 2017 Aug;60(8):552-557. doi: 10.1111/myc.12620. Epub 2017 Mar 30. PMID: 28370366.
In vivo protocol:
1. Wang Z, Zhang Y, Feng W, Pang Y, Chen S, Ding S, Chen Y, Sheng C, Marshall C, Shi J, Xiao M. Miconazole Promotes Cooperative Ability of a Mouse Model of Alzheimer Disease. Int J Neuropsychopharmacol. 2022 Nov 17;25(11):951-967. doi: 10.1093/ijnp/pyac061. PMID: 36112386; PMCID: PMC9670758. 2. Alsharif IA, Fayed HM, Abdel-Rahman RF, Abd-Elsalam RM, Ogaly HA. Miconazole Mitigates Acetic Acid-Induced Experimental Colitis in Rats: Insight into Inflammation, Oxidative Stress and Keap1/Nrf-2 Signaling Crosstalk. Biology (Basel). 2022 Feb 13;11(2):303. doi: 10.3390/biology11020303. PMID: 35205169; PMCID: PMC8869207.
1: Birsan M, Cojocaru I, Scutariu MM, Popovici I. Research studies on in vitro and ex vivo yield of the miconazole nitrate from oral biomucoadhesive tablets. Rev Med Chir Soc Med Nat Iasi. 2014 Jan-Mar;118(1):225-31. PubMed PMID: 24741805. 2: Fan S, Liu X, Liang Y. Miconazole nitrate vaginal suppository 1,200 mg versus oral fluconazole 150 mg in treating severe vulvovaginal candidiasis. Gynecol Obstet Invest. 2015;80(2):113-8. doi: 10.1159/000371759. Epub 2015 Feb 17. PubMed PMID: 25720546. 3: Pandit J, Garg M, Jain NK. Miconazole nitrate bearing ultraflexible liposomes for the treatment of fungal infection. J Liposome Res. 2014 Jun;24(2):163-9. doi: 10.3109/08982104.2013.871025. Epub 2014 Jan 30. PubMed PMID: 24479833. 4: Blanco D, van Rossem K. A prospective two-year assessment of miconazole resistance in Candida spp. With repeated treatment with 0.25% miconazole nitrate ointment in neonates and infants with moderate to severe diaper dermatitis complicated by cutaneous candidiasis. Pediatr Dermatol. 2013 Nov-Dec;30(6):717-24. doi: 10.1111/pde.12107. Epub 2013 May 16. PubMed PMID: 23675632. 5: Rai VK, Dwivedi H, Yadav NP, Chanotiya CS, Saraf SA. Solubility enhancement of miconazole nitrate: binary and ternary mixture approach. Drug Dev Ind Pharm. 2014 Aug;40(8):1021-9. doi: 10.3109/03639045.2013.801487. Epub 2013 Jun 19. PubMed PMID: 23781847. 6: Yan Z, Liu X, Liu Y, Han Y, Lin M, Wang W, Guan X, Zhu S, Zhang H, Wang Q, Chou L, Zhu X, Hua H. The Efficacy and Safety of Miconazole Nitrate Mucoadhesive Tablets versus Itraconazole Capsules in the Treatment of Oral Candidiasis: An Open-Label, Randomized, Multicenter Trial. PLoS One. 2016 Dec 15;11(12):e0167880. doi: 10.1371/journal.pone.0167880. eCollection 2016. PubMed PMID: 27977721; PubMed Central PMCID: PMC5157999. 7: Baert B, Roche N, Burvenich C, De Spiegeleer B. Increase of the transdermal penetration of testosterone by miconazole nitrate. Arch Pharm Res. 2012 Dec;35(12):2163-70. doi: 10.1007/s12272-012-1214-4. Epub 2012 Dec 21. PubMed PMID: 23263811. 8: Yuen CW, Kan CW, Cheuk KL, Cheung HC, Cheng SY, Yip J, Lam PL. Development of miconazole nitrate containing chitosan microcapsules and their anti-Aspergillus niger activity. J Microencapsul. 2012;29(5):505-10. doi: 10.3109/02652048.2011.642017. Epub 2011 Dec 16. PubMed PMID: 22172026. 9: Buechner SA. Multicenter, double-blind, parallel group study investigating the non-inferiority of efficacy and safety of a 2% miconazole nitrate shampoo in comparison with a 2% ketoconazole shampoo in the treatment of seborrhoeic dermatitis of the scalp. J Dermatolog Treat. 2014 Jun;25(3):226-31. doi: 10.3109/09546634.2013.782092. Epub 2013 May 21. PubMed PMID: 23557492. 10: Zheng T, Wang X, Yim M. Miconazole inhibits receptor activator of nuclear factor-κB ligand-mediated osteoclast formation and function. Eur J Pharmacol. 2014 Aug 15;737:185-93. doi: 10.1016/j.ejphar.2014.04.047. Epub 2014 May 16. PubMed PMID: 24842191. 11: Gebremedhin S, Dorocka-Bobkowska B, Prylinski M, Konopka K, Duzgunes N. Miconazole activity against Candida biofilms developed on acrylic discs. J Physiol Pharmacol. 2014 Aug;65(4):593-600. PubMed PMID: 25179092. 12: Rai VK, Yadav NP, Sinha P, Mishra N, Luqman S, Dwivedi H, Kymonil KM, Saraf SA. Development of cellulosic polymer based gel of novel ternary mixture of miconazole nitrate for buccal delivery. Carbohydr Polym. 2014 Mar 15;103:126-33. doi: 10.1016/j.carbpol.2013.12.019. Epub 2013 Dec 14. PubMed PMID: 24528709. 13: Yuen CW, Yip J, Liu L, Cheuk K, Kan CW, Cheung HC, Cheng SY. Chitosan microcapsules loaded with either miconazole nitrate or clotrimazole, prepared via emulsion technique. Carbohydr Polym. 2012 Jul 1;89(3):795-801. doi: 10.1016/j.carbpol.2012.04.013. Epub 2012 Apr 13. PubMed PMID: 24750864. 14: Ahmed TA, El-Say KM, Mahmoud MF, Samy AM, Badawi AA. Miconazole nitrate oral disintegrating tablets: in vivo performance and stability study. AAPS PharmSciTech. 2012 Sep;13(3):760-71. doi: 10.1208/s12249-012-9798-z. Epub 2012 May 15. PubMed PMID: 22585373; PubMed Central PMCID: PMC3429679. 15: Birsan M, Popovici I, Palade L, Cojocaru I. Research studies on the quality of bio-mucoadhesive tablets containing miconazole nitrate. Rev Med Chir Soc Med Nat Iasi. 2013 Jan-Mar;117(1):257-62. PubMed PMID: 24505925. 16: Korany MA, Maher HM, Galal SM, Ragab MA. Development and optimization of a capillary zone electrophoresis technique for simultaneous determination of miconazole nitrate and hydrocortisone acetate in a cream pharmaceutical formulation. J AOAC Int. 2013 Nov-Dec;96(6):1295-301. PubMed PMID: 24645507. 17: Schwebke JR, Lensing SY, Sobel J. Intravaginal metronidazole/miconazole for the treatment of vaginal trichomoniasis. Sex Transm Dis. 2013 Sep;40(9):710-4. doi: 10.1097/01.olq.0000431069.38601.d5. PubMed PMID: 23949586. 18: Zhang LW, Fu JY, Hua H, Yan ZM. Efficacy and safety of miconazole for oral candidiasis: a systematic review and meta-analysis. Oral Dis. 2016 Apr;22(3):185-95. doi: 10.1111/odi.12380. Epub 2015 Dec 4. Review. PubMed PMID: 26456226. 19: Elmoslemany RM, Abdallah OY, El-Khordagui LK, Khalafallah NM. Propylene glycol liposomes as a topical delivery system for miconazole nitrate: comparison with conventional liposomes. AAPS PharmSciTech. 2012 Jun;13(2):723-31. doi: 10.1208/s12249-012-9783-6. Epub 2012 May 8. PubMed PMID: 22566173; PubMed Central PMCID: PMC3364396. 20: Sei Y, Kobayashi M, Soude E. [Study on the usefulness of rinse containing miconazole nitrate for treatment of dandruff--a double-blind, comparative study]. Med Mycol J. 2011;52(3):229-37. Japanese. PubMed PMID: 21891985.