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MedKoo Cat#: 585288 | Name: Trospectomycin

Description:

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

Trospectomycin is a spectinomycin analog with broad-spectrum antibacterial activity.

Chemical Structure

Trospectomycin
Trospectomycin
CAS#88669-04-9 (free base)

Theoretical Analysis

MedKoo Cat#: 585288

Name: Trospectomycin

CAS#: 88669-04-9 (free base)

Chemical Formula: C17H30N2O7

Exact Mass: 374.2053

Molecular Weight: 374.43

Elemental Analysis: C, 54.53; H, 8.08; N, 7.48; O, 29.91

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
88669-04-9 (free base) 97673-66-0 (sulfate)
Synonym
Trospectomycin; U-63366F; U63366F; U 63366F
IUPAC/Chemical Name
4H-Pyrano(2,3-b)(1,4)benzodioxin-4-one, 2-butyldecahydro-4a,7,9-trihydroxy-6,8-bis(methylamino)-, (2R-(2alpha,4abeta,5abeta,6beta,7beta,8beta,9alpha,9aalpha,10abeta))-
InChi Key
KHAUBYTYGDOYRU-IRXASZMISA-N
InChi Code
InChI=1S/C17H30N2O7/c1-4-5-6-8-7-9(20)17(23)16(24-8)25-15-13(22)10(18-2)12(21)11(19-3)14(15)26-17/h8,10-16,18-19,21-23H,4-7H2,1-3H3/t8-,10-,11+,12+,13+,14-,15-,16+,17+/m1/s1
SMILES Code
O=C1C[C@@H](CCCC)O[C@@]2([H])O[C@@]3([H])[C@]([C@@H](NC)[C@@H](O)[C@@H](NC)[C@@H]3O)([H])O[C@]21O
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

Preparing Stock Solutions

The following data is based on the product molecular weight 374.43 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
1: Chatwani A, Dandalou V, Harmanli O, Nyirjesy P. Trospectomycin in acute pelvic inflammatory disease: a preliminary report. Infect Dis Obstet Gynecol. 1997;5(3):215-8. PubMed PMID: 18476139; PubMed Central PMCID: PMC2364539. 2: Jones RN, Erwin ME. Haemophilus test medium interpretive criteria for disk diffusion susceptibility tests with cefdinir, cefetamet, cefmetazole, cefpodoxime, cefdaloxime (RU29246, HR-916 metabolite), and trospectomycin. Diagn Microbiol Infect Dis. 1992 Nov-Dec;15(8):693-701. PubMed PMID: 1478050. 3: Montiel F, Kaltwasser G, Pinto ME, Lam M. In vitro antibacterial activity of trospectomycin (U-63,366F) against anaerobic bacteria and aerobic gram-positive cocci in Chile. Diagn Microbiol Infect Dis. 1991 May-Jun;14(3):259-64. PubMed PMID: 1832369. 4: Veringa EM, Ferguson DA Jr, Lambe DW Jr, Verhoef J. Trospectomycin enhances surface phagocytosis of Bacteroides and Staphylococcus by altering the bacterial glycocalyx. Zentralbl Bakteriol. 1989 Sep;271(3):311-20. PubMed PMID: 2529862. 5: Nichols DJ, Burrows M, Bye A, Constable DA, Dring LG, Jeffrey P. Pharmacokinetics and fate of [3H]trospectomycin sulfate, a novel aminocyclitol antibiotic, in male and female dogs and rabbits. Allometric scaling with human. Drug Metab Dispos. 1991 Jul-Aug;19(4):781-6. PubMed PMID: 1680655. 6: Novak E, Paxton LM, Bye A, Patel R, Zurenko GE, Francom SF. Human safety and pharmacokinetics of a single intramuscular dose of a novel spectinomycin analog, trospectomycin (U-63,366F). Antimicrob Agents Chemother. 1990 Dec;34(12):2342-7. PubMed PMID: 2150907; PubMed Central PMCID: PMC172058. 7: Barry AL, Jones RN, Thornsberry C. Antibacterial activity of trospectomycin (U-63366F) and initial evaluations of disk diffusion susceptibility tests. Antimicrob Agents Chemother. 1989 Apr;33(4):569-72. PubMed PMID: 2524997; PubMed Central PMCID: PMC172481. 8: Nichols DJ, Bye A, Novak E. Pharmacokinetics of trospectomycin sulphate in healthy subjects after single intravenous and intramuscular doses. Br J Clin Pharmacol. 1991 Aug;32(2):255-7. PubMed PMID: 1834145; PubMed Central PMCID: PMC1368455. 9: Yagi BH, Schaadt RD, Zurenko GE. The bactericidal activity and postantibiotic effect of trospectomycin. Diagn Microbiol Infect Dis. 1992 Jul;15(5):417-23. PubMed PMID: 1386566. 10: Cox JW, Ulrich RG, Larson PG, Cramer CT. Acute hepatocellular effects of erythromycin, gentamicin, and trospectomycin in the perfused rat liver: lack of correlation between lamellar body induction potency and cytotoxicity. Pharmacol Toxicol. 1988 May;62(5):337-43. PubMed PMID: 2842745. 11: Zurenko GE, Yagi BH, Vavra JJ, Wentworth BB. In vitro antibacterial activity of trospectomycin (U-63366F), a novel spectinomycin analog. Antimicrob Agents Chemother. 1988 Feb;32(2):216-23. PubMed PMID: 2966608; PubMed Central PMCID: PMC172138. 12: Westblom TU, Midkiff BR, Czinn SJ. In vitro susceptibility of Helicobacter pylori to trospectomycin, pirlimycin (U-57930E), mirincamycin (U-24729A) and N-demethyl clindamycin (U-26767A). Eur J Clin Microbiol Infect Dis. 1993 Jul;12(7):560-2. PubMed PMID: 8404921. 13: Peters GR, Novak E, Batts DH, Bye A, Nichols DJ, Francom SF. Multiple-dose, double-blind, placebo controlled intravenous tolerance and pharmacokinetic study of trospectomycin sulfate (U-63, 366F) in healthy male volunteers. Int J Clin Pharmacol Ther Toxicol. 1990 Sep;28(9):361-8. PubMed PMID: 2146231. 14: Rompalo AM, Colletta L, Caine VA, Linnemeier P, Neumann T, Hook EW 3rd, Jones RB. Efficacy of 250 mg trospectomycin sulfate i.m. vs. 250 mg ceftriaxone i.m. for treatment of uncomplicated gonorrhea. Sex Transm Dis. 1994 Jul-Aug;21(4):213-6. PubMed PMID: 7974072. 15: Chatwani A, Martens M, Blanco J, Gall S, Przybylko K, Wajszczuk CP, Nickens D. Double-blind, multicenter, prospective randomized study of trospectomycin vs. Clindamycin, both with aztreonam, in non-community acquired obstetric and gynecologic infections. Infect Dis Obstet Gynecol. 1997;5(4):280-5. PubMed PMID: 18476152; PubMed Central PMCID: PMC2364549. 16: Yancey RJ Jr, Klein LK. In-vitro activity of trospectomycin sulphate against Mycoplasma and Ureaplasma species isolated from humans. J Antimicrob Chemother. 1988 Jun;21(6):731-6. PubMed PMID: 2970452. 17: Novak E, Griffith DL, Paxton LM, Metzler CM, Bye A. Safety and pharmacokinetics of intravenously administered trospectomycin sulfate. Clin Ther. 1990 May-Jun;12(3):269-80. PubMed PMID: 2143104. 18: Venditti M, Tarasi A, Baiocchi P, Lamonaca V, Testore GP. The activity 'in vitro' of trospectomycin against high-level antibiotic-resistant enterococci. Int J Antimicrob Agents. 1993;3(2):123-7. PubMed PMID: 18611553. 19: Jones RN, Erwin ME, Washington JA, Koontz FP, Murray PR, Gerlach EH. Cefmetazole and trospectomycin in vitro susceptibility testing interpretive criteria and quality control guidelines for Neisseria gonorrheae. Diagn Microbiol Infect Dis. 1992 Sep-Oct;15(7):627-32. PubMed PMID: 1424520. 20: Mroczkowski TF, Millikan LE, Martin DH, Leonik KJ. Treatment of gonococcal infections with a single 250 mg intramuscular injection of trospectomycin sulphate vs ceftriaxone sodium. Drugs Exp Clin Res. 1993;19(1):41-6. PubMed PMID: 8223139.

View History

DR-4365

DR-4365