Tigemonam dicholine

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

Hodoodo CAT#: H126366

CAS#: 102916-21-2 (dicholine)

Description: Tigemonam is an orally administered monobactam. At less than or equal to 1 microgram/ml it inhibited the majority of strains of Escherichia coli, Klebsiella spp., Enterobacter aerogenes, Citrobacter diversus, Proteus spp., Providencia spp., Aeromonas hydrophila, Salmonella spp., Shigella spp., Serratia marcescens, and Yersinia enterocolitica.

Chemical Structure

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Tigemonam dicholine
CAS# 102916-21-2 (dicholine)
Instruction

Theoretical Analysis

Hodoodo Cat#: H126366
Name: Tigemonam dicholine
CAS#: 102916-21-2 (dicholine)
Chemical Formula:
Exact Mass: 0.00
Molecular Weight: 0.000
Elemental Analysis:

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 @hodoodo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Related CAS #: 102916-21-2 (dicholine)   102507-71-1 (free acid)    

Synonym: Tigemen; Tigemonam dicholine

IUPAC/Chemical Name: 2-hydroxy-N,N,N-trimethylethan-1-aminium (S,Z)-2-(((1-(2-aminothiazol-4-yl)-2-((2,2-dimethyl-4-oxo-1-(sulfonatooxy)azetidin-3-yl)amino)-2-oxoethylidene)amino)oxy)acetate

InChi Key: FRVWKWRHJIDCFO-ZJFJOYJNSA-L

InChi Code: InChI=1S/C12H15N5O9S2.2C5H14NO/c1-12(2)8(10(21)17(12)26-28(22,23)24)15-9(20)7(16-25-3-6(18)19)5-4-27-11(13)14-5;2*1-6(2,3)4-5-7/h4,8H,3H2,1-2H3,(H2,13,14)(H,15,20)(H,18,19)(H,22,23,24);2*7H,4-5H2,1-3H3/q;2*+1/p-2/b16-7-;;/t8-;;/m1../s1

SMILES Code: C[N+](C)(C)CCO.C[N+](C)(C)CCO.CC1(C)[C@H](NC(=O)C(=N/OCC([O-])=O)\C2=CSC(N)=N2)C(=O)N1OS([O-])(=O)=O

Appearance: To be determined

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: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

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 0.00 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: Nélet F, Gutmann L, Kitzis MD, Acar JF. Tigemonam activity against clinical isolates of Enterobacteriaceae and Enterobacteriaceae with known mechanisms of resistance to beta-lactam antibiotics. J Antimicrob Chemother. 1989 Aug;24(2):173-81. PubMed PMID: 2676940.

2: Rylander M, Gezelius L, Norrby SR. Comparative in-vitro activity of tigemonam, a new monobactam. J Antimicrob Chemother. 1988 Sep;22(3):307-13. PubMed PMID: 3182428.

3: Clark JM, Olsen SJ, Weinberg DS, Dalvi M, Whitney RR, Bonner DP, Sykes RB. In vivo evaluation of tigemonam, a novel oral monobactam. Antimicrob Agents Chemother. 1987 Feb;31(2):226-9. PubMed PMID: 3551830; PubMed Central PMCID: PMC174696.

4: Chin NX, Neu HC. Tigemonam, an oral monobactam. Antimicrob Agents Chemother. 1988 Jan;32(1):84-91. PubMed PMID: 3279906; PubMed Central PMCID: PMC172104.

5: Fuchs PC, Jones RN, Barry AL. In vitro antimicrobial activity of tigemonam, a new orally administered monobactam. Antimicrob Agents Chemother. 1988 Mar;32(3):346-9. PubMed PMID: 3259122; PubMed Central PMCID: PMC172173.

6: Tanaka SK, Summerill RA, Minassian BF, Bush K, Visnic DA, Bonner DP, Sykes RB. In vitro evaluation of tigemonam, a novel oral monobactam. Antimicrob Agents Chemother. 1987 Feb;31(2):219-25. PubMed PMID: 3105448; PubMed Central PMCID: PMC174695.

7: van Ogtrop ML, Mattie H, Guiot HF, van Strijen E, Sekh BR, van Furth R. Comparison of the effects of aztreonam and tigemonam against Escherichia coli and Klebsiella pneumoniae in vitro and in vivo. Antimicrob Agents Chemother. 1991 Mar;35(3):417-22. PubMed PMID: 2039191; PubMed Central PMCID: PMC245025.

8: Yourassowsky E, Linden MP, Lismont MJ, Crokaert F. Growth Curve Patterns of Escherichia coli, Serratia marcescens, and Proteus vulgaris Submitted to Different Tigemonam Concentrations. J Chemother. 1989 May;1(sup2):49-53. PubMed PMID: 27416151.

9: Schito GC, Debbia E, Bandelloni R, Paglia P, Pesce A. Antibacterial activity in vitro of tigemonam, a new oral monobactam. J Chemother. 1989 May;1 Suppl 2:41-4. PubMed PMID: 2809702.

10: Andrews JM, Wise R. The in vitro activity of tigemonam: a comparison with other antimicrobial agents. J Chemother. 1989 May;1 Suppl 2:5-12. PubMed PMID: 2509645.

11: Giamarellou H, Pephanis A, Grammatikou M, Avlamis A, Papoulias G. In vitro activity of tigemonam against multiresistant nosocomial Enterobacteriaceae. J Chemother. 1989 May;1 Suppl 2:32-5. PubMed PMID: 2809700.

12: van Ogtrop ML, Guiot HF, Mattie H, van Strijen E, Sekh BR, van Furth R. Modulation of the intestinal flora of mice by treatment with aztreonam and tigemonam. Antimicrob Agents Chemother. 1991 May;35(5):983-5. PubMed PMID: 1854181; PubMed Central PMCID: PMC245140.

13: Shah PM, Gänger-Farshid G, Mulert R, Stille W. Bactericidal activity of tigemonam, alone and in combination with gentamicin. J Chemother. 1989 May;1 Suppl 2:45-8. PubMed PMID: 2809703.

14: Garcia-Rodriguez JA, Garcia-Sanchez JE. In vitro activity of tigemonam against urinary tract pathogens. J Chemother. 1989 May;1 Suppl 2:28-31. PubMed PMID: 2809699.

15: Shah PM, Gànger-Farshid G, Mulert R, Stille W. Bactericidal Activity of Tigemonam, Alone and in Combination with Gentamicin. J Chemother. 1989 May;1(sup2):45-46. PubMed PMID: 27416150.

16: Raimondi A, Cocuzza CE. Antibacterial activity of tigemonam dicholate (SQ 30836) and interaction with beta-lactamases of gram-negative bacteria. J Chemother. 1989 May;1 Suppl 2:13-21. PubMed PMID: 2809698.

17: Giamarellou H, Pephanis A, Grammatikou M, Avlamis A, Papoulias G. In Vitro Activity of Tigemonam Against Multiresistant Nosocomial Enterobacteriaceae. J Chemother. 1989 May;1(sup2):32-35. PubMed PMID: 27416147.

18: Yourassowsky E, van der Linden MP, Lismont MJ, Crokaert F. Growth curve patterns of Escherichia coli, Serratia marcescens, and Proteus vulgaris submitted to different tigemonam concentrations. J Chemother. 1989 May;1 Suppl 2:49-53. PubMed PMID: 2681561.

19: Schito GC, Debbia E, Bandelloni R, Paglia P, Pesce A. Antibacterial Activity In Vitro of Tigemonam, a New Oral Monobactam. J Chemother. 1989 May;1(sup2):41-44. PubMed PMID: 27416149.

20: Andrews JM, Wise R. The In Vitro Activity of Tigemonam: a Comparison with Other Antimicrobial Agents. J Chemother. 1989 May;1(sup2):5-12. PubMed PMID: 27416143.