Azithromycin

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MedKoo CAT#: 565554

CAS#: 83905-01-05

Description: Azithromycin is an antibiotic used for the treatment of a number of bacterial infections. This includes middle ear infections, strep throat, pneumonia, traveler's diarrhea, and certain other intestinal infections. It may also be used for a number of sexually transmitted infections, including chlamydia and gonorrhea infections. Along with other medications, it may also be used for malaria.


Chemical Structure

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Azithromycin
CAS# 83905-01-05

Theoretical Analysis

MedKoo Cat#: 565554
Name: Azithromycin
CAS#: 83905-01-05
Chemical Formula: C38H72N2O12
Exact Mass: 748.51
Molecular Weight: 748.996
Elemental Analysis: C, 60.94; H, 9.69; N, 3.74; O, 25.63

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.

Request quote for custom synthesis

Related CAS #: 83905-01-05  

Synonym: Azithromycin

IUPAC/Chemical Name: (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-11-[(2S,3R,4S,6R)-4-(Dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-3,4,10-trihydroxy-13-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-azacyclopentadecan-15-one

InChi Key: MQTOSJVFKKJCRP-BICOPXKESA-N

InChi Code: InChI=1S/C38H72N2O12/c1-15-27-38(10,46)31(42)24(6)40(13)19-20(2)17-36(8,45)33(52-35-29(41)26(39(11)12)16-21(3)48-35)22(4)30(23(5)34(44)50-27)51-28-18-37(9,47-14)32(43)25(7)49-28/h20-33,35,41-43,45-46H,15-19H2,1-14H3/t20-,21-,22+,23-,24-,25+,26+,27-,28+,29-,30+,31-,32+,33-,35+,36-,37-,38-/m1/s1

SMILES Code: O=C1[C@H](C)[C@@H](O[C@@H]2O[C@@H](C)[C@H](O)[C@](C)(OC)C2)[C@H](C)[C@@H](O[C@@H]3O[C@H](C)C[C@H](N(C)C)[C@H]3O)[C@](C)(O)C[C@@H](C)CN(C)[C@H](C)[C@@H](O)[C@](C)(O)[C@@H](CC)O1

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 749.00 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: Lowery AS, Kimura K, Shinn J, Shannon C, Gelbard A. Early medical therapy for acute laryngeal injury (ALgI) following endotracheal intubation: a protocol for a prospective single-centre randomised controlled trial. BMJ Open. 2019 Jul 27;9(7):e027963. doi: 10.1136/bmjopen-2018-027963. PubMed PMID: 31352415.

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3: Harvie MCG, Carey AJ, Armitage CW, O'Meara CP, Peet J, Phillips ZN, Timms P, Beagley KW. Chlamydia-infected macrophages are resistant to azithromycin treatment and are associated with chronic oviduct inflammation and hydrosalpinx development. Immunol Cell Biol. 2019 Jul 26. doi: 10.1111/imcb.12285. [Epub ahead of print] PubMed PMID: 31348541.

4: Stidham RA, Richmond-Haygood M. Case report: Possible psittacosis in a military family member-clinical and public health management issues in military settings. MSMR. 2019 Jul;26(7):2-7. PubMed PMID: 31347370.

5: Tran NH, Hoang L, Nghiem LD, Nguyen NMH, Ngo HH, Guo W, Trinh QT, Mai NH, Chen H, Nguyen DD, Ta TT, Gin KY. Occurrence and risk assessment of multiple classes of antibiotics in urban canals and lakes in Hanoi, Vietnam. Sci Total Environ. 2019 Jul 8;692:157-174. doi: 10.1016/j.scitotenv.2019.07.092. [Epub ahead of print] PubMed PMID: 31344569.

6: Bailey AL, Potter RF, Wallace MA, Johnson C, Dantas G, Burnham CA. Genotypic and Phenotypic Characterization of Antimicrobial Resistance in Neisseria gonorrhoeae: a Cross-Sectional Study of Isolates Recovered from Routine Urine Cultures in a High-Incidence Setting. mSphere. 2019 Jul 24;4(4). pii: e00373-19. doi: 10.1128/mSphere.00373-19. PubMed PMID: 31341071.

7: Sherrard J, Jensen JS. Chlamydia treatment failure after repeat courses of azithromycin and doxycycline. Int J STD AIDS. 2019 Jul 23:956462419857303. doi: 10.1177/0956462419857303. [Epub ahead of print] PubMed PMID: 31335275.

8: Baker KR, Jana B, Hansen AM, Nielsen HM, Franzyk H, Guardabassi L. Repurposing Azithromycin and Rifampicin Against Gram-Negative Pathogens by Combination With Peptidomimetics. Front Cell Infect Microbiol. 2019 Jul 2;9:236. doi: 10.3389/fcimb.2019.00236. eCollection 2019. PubMed PMID: 31334131; PubMed Central PMCID: PMC6615261.

9: Beale MA, Marks M, Sahi SK, Tantalo LC, Nori AV, French P, Lukehart SA, Marra CM, Thomson NR. Genomic epidemiology of syphilis reveals independent emergence of macrolide resistance across multiple circulating lineages. Nat Commun. 2019 Jul 22;10(1):3255. doi: 10.1038/s41467-019-11216-7. PubMed PMID: 31332179; PubMed Central PMCID: PMC6646400.

10: Gusmaroli L, Buttiglieri G, Petrovic M. The EU watch list compounds in the Ebro delta region: Assessment of sources, river transport, and seasonal variations. Environ Pollut. 2019 Jul 11;253:606-615. doi: 10.1016/j.envpol.2019.07.052. [Epub ahead of print] PubMed PMID: 31330352.

11: Bhatti JM, Memon Y, Sarfaraz S, Salahuddin N. An Unusual Case of Extensively Drug Resistant Typhoid Fever. Cureus. 2019 May 14;11(5):e4664. doi: 10.7759/cureus.4664. PubMed PMID: 31328056; PubMed Central PMCID: PMC6634284.

12: Xu P, Zeng L, Xiong T, Choonara I, Qazi S, Zhang L. Safety of azithromycin in paediatrics: a systematic review protocol. BMJ Paediatr Open. 2019 Jun 19;3(1):e000469. doi: 10.1136/bmjpo-2019-000469. eCollection 2019. PubMed PMID: 31321320; PubMed Central PMCID: PMC6598555.

13: Cook S, Conway RJH, Pinto-Sander N, Soni S. Delayed clearance of Mycoplasma genitalium following azithromycin treatment. Sex Transm Infect. 2019 Aug;95(5):392. doi: 10.1136/sextrans-2019-054064. PubMed PMID: 31320600.

14: Kennedy K, Cobbold SA, Hanssen E, Birnbaum J, Spillman NJ, McHugh E, Brown H, Tilley L, Spielmann T, McConville MJ, Ralph SA. Delayed death in the malaria parasite Plasmodium falciparum is caused by disruption of prenylation-dependent intracellular trafficking. PLoS Biol. 2019 Jul 18;17(7):e3000376. doi: 10.1371/journal.pbio.3000376. [Epub ahead of print] PubMed PMID: 31318858.

15: Thornhill MH, Dayer MJ, Durkin MJ, Lockhart PB, Baddour LM. Risk of Adverse Reactions to Oral Antibiotics Prescribed by Dentists. J Dent Res. 2019 Jul 17:22034519863645. doi: 10.1177/0022034519863645. [Epub ahead of print] PubMed PMID: 31314998.

16: Tantengco OAG, Yanagihara I. Current understanding and treatment of intra-amniotic infection with Ureaplasma spp. J Obstet Gynaecol Res. 2019 Jul 16. doi: 10.1111/jog.14052. [Epub ahead of print] PubMed PMID: 31313469.

17: Kardeh S, Saki N, Jowkar F, Kardeh B, Moein SA, Khorraminejad-Shirazi MH. Efficacy of Azithromycin in Treatment of Acne Vulgaris: A Mini Review. World J Plast Surg. 2019 May;8(2):127-134. doi: 10.29252/wjps.8.2.127. Review. PubMed PMID: 31309049; PubMed Central PMCID: PMC6620802.

18: Del Pozo AA, Angulo-Cruzado M, Amenero-Vega R, Álvarez-Lulichac A, Fernández-Cosavalente H, Barboza-Meca J, Rodriguez-Morales AJ. Hepatosplenic abscesses in an immunocompetent child with cat-scratch disease from Peru. Ann Clin Microbiol Antimicrob. 2019 Jul 15;18(1):23. doi: 10.1186/s12941-019-0322-0. PubMed PMID: 31307480; PubMed Central PMCID: PMC6628487.

19: Ramadhani AM, Derrick T, Macleod D, Massae P, Malisa A, Mbuya K, Mtuy T, Makupa W, Roberts CH, Bailey RL, Mabey DCW, Holland MJ, Burton MJ. Ocular immune responses, Chlamydia trachomatis infection and clinical signs of trachoma before and after azithromycin mass drug administration in a treatment naïve trachoma-endemic Tanzanian community. PLoS Negl Trop Dis. 2019 Jul 15;13(7):e0007559. doi: 10.1371/journal.pntd.0007559. eCollection 2019 Jul. PubMed PMID: 31306419.

20: Schiaffino F, Platts-Mills J, Kosek MN. A One Health approach to prevention, treatment, and control of campylobacteriosis. Curr Opin Infect Dis. 2019 Jul 11. doi: 10.1097/QCO.0000000000000570. [Epub ahead of print] PubMed PMID: 31305492.