Carumonam Sodium

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MedKoo CAT#: 329203

CAS#: 86832-68-0 (sodium)

Description: Carumonam Sodium, also known as Amasulin and AMA-1080, is a monobactam, penicillin binding protein inhibitor used as antibacterials.

Chemical Structure

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Carumonam Sodium
CAS# 86832-68-0 (sodium)
Instruction

Theoretical Analysis

MedKoo Cat#: 329203
Name: Carumonam Sodium
CAS#: 86832-68-0 (sodium)
Chemical Formula: C12H12N6Na2O10S2
Exact Mass: 0.00
Molecular Weight: 510.360
Elemental Analysis: C, 28.24; H, 2.37; N, 16.47; Na, 9.01; O, 31.35; S, 12.56

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.
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Related CAS #: 87638-04-8 (free acid)   86832-68-0 (sodium)    

Synonym: Carumonam Sodium; AMA-1080; Ro-17-2301; AMA 1080; Ro 17 2301; AMA1080; Ro172301; Amasulin

IUPAC/Chemical Name: sodium 2-(((1-(2-aminothiazol-4-yl)-2-(((2S,3S)-2-((carbamoyloxy)methyl)-4-oxo-1-sulfonatoazetidin-3-yl)amino)-2-oxoethylidene)amino)oxy)acetate

InChi Key: BGGXRVPCJUKHTQ-REOVRMSNSA-L

InChi Code: InChI=1S/C12H14N6O10S2.2Na/c13-11-15-4(3-29-11)7(17-28-2-6(19)20)9(21)16-8-5(1-27-12(14)23)18(10(8)22)30(24,25)26;;/h3,5,8H,1-2H2,(H2,13,15)(H2,14,23)(H,16,21)(H,19,20)(H,24,25,26);;/q;2*+1/p-2/b17-7+;;/t5-,8+;;/m1../s1

SMILES Code: O=S(N1[C@H](COC(N)=O)[C@H](NC(C(C2=CSC(N)=N2)=NOCC([O-])=O)=O)C1=O)([O-])=O.[Na+].[Na+]

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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 510.36 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: Srinivas NR. Interspecies scaling of excretory amounts using allometry - retrospective analysis with rifapentine, aztreonam, carumonam, pefloxacin, miloxacin, trovafloxacin, doripenem, imipenem, cefozopran, ceftazidime, linezolid for urinary excretion and rifapentine, cabotegravir, and dolutegravir for fecal excretion. Xenobiotica. 2016 Sep;46(9):784-92. doi: 10.3109/00498254.2015.1121554. PubMed PMID: 26711252.

2: Bulitta JB, Duffull SB, Landersdorfer CB, Kinzig M, Holzgrabe U, Stephan U, Drusano GL, Sörgel F. Comparison of the pharmacokinetics and pharmacodynamic profile of carumonam in cystic fibrosis patients and healthy volunteers. Diagn Microbiol Infect Dis. 2009 Oct;65(2):130-41. doi: 10.1016/j.diagmicrobio.2009.06.018. PubMed PMID: 19748423.

3: Imada A, Kondo M, Okonogi K, Yukishige K, Kuno M. In vitro and in vivo antibacterial activities of carumonam (AMA-1080), a new N-sulfonated monocyclic beta-lactam antibiotic. Antimicrob Agents Chemother. 1985 May;27(5):821-7. PubMed PMID: 3874598; PubMed Central PMCID: PMC180159.

4: Konishi K, Suzuki H, Saruta T, Deguchi N, Fugono T. Pharmacokinetics of carumonam (AMA-1080) in patients with impaired renal function and in those undergoing hemodialysis. Antimicrob Agents Chemother. 1991 Jun;35(6):1048-52. PubMed PMID: 1929242; PubMed Central PMCID: PMC284284.

5: Barclay CA, Iribarren MA, Goldberg M, Traballi CA, Casellas JM. Comparative in vitro activity of carumonam (Ro 17-2301/AMA-1080), a new monobactam, and ceftriaxone against aerobic or facultative gram-negative isolates. Chemotherapy. 1987;33(3):165-71. PubMed PMID: 3595259.

6: Hoepelman AI, Bakker LJ, Verhoef J. Carumonam (Ro 17-2301; AMA-1080) compared with gentamicin for treatment of complicated urinary tract infections. Antimicrob Agents Chemother. 1988 Apr;32(4):473-6. PubMed PMID: 3377459; PubMed Central PMCID: PMC172204.

7: Jones RN, Barry AL, Thornsberry C, Fuchs PC, Packer RR. The anti-microbial activity, beta-lactamase stability, and disk diffusion susceptibility testing of carumonam (RO 17-2301, AMA-1080), a new monobactam. Am J Clin Pathol. 1986 Nov;86(5):608-18. PubMed PMID: 3096130.

8: Le Noc P, Croize J, Le Noc D. [Comparative antibacterial activity of a new monobactam, carumonam (RO 17-2301, AMA 1080) on hospital bacteria resistant to beta lactams]. Pathol Biol (Paris). 1987 May;35(5):451-6. French. PubMed PMID: 3302846.

9: Yoshida K, Mitani M, Naeshiro I, Torii H, Tanayama S. Disposition of carumonam (AMA-1080/Ro 17-2301), a new N-sulfonated monocyclic beta-lactam, in rats and dogs. Antimicrob Agents Chemother. 1986 Jun;29(6):1017-24. PubMed PMID: 3729358; PubMed Central PMCID: PMC180494.

10: Angehrn P. Antibacterial properties of carumonam (Ro 17-2301, AMA-1080), a new sulfonated monocyclic beta-lactam antibiotic. Chemotherapy. 1985;31(6):440-50. PubMed PMID: 3935396.

11: Hohl P, von Graevenitz A, Zollinger-Iten J. In vitro activity of carumonam (Ro 17-2301; AMA-1080) versus enteropathogenic and nonfermentative gram-negative rods and Legionella pneumophila. Antimicrob Agents Chemother. 1988 Oct;32(10):1593-4. PubMed PMID: 3190188; PubMed Central PMCID: PMC175927.

12: Kita Y, Fugono T, Imada A. Comparative pharmacokinetics of carumonam and aztreonam in mice, rats, rabbits, dogs, and cynomolgus monkeys. Antimicrob Agents Chemother. 1986 Jan;29(1):127-34. PubMed PMID: 3729325; PubMed Central PMCID: PMC180377.

13: Matsuda K, Hamana Y, Inoue M, Mitsuhashi S. In-vitro antibacterial activity of AMA-1080. J Antimicrob Chemother. 1985 Nov;16(5):539-47. PubMed PMID: 3878360.

14: Then RL, Kohl I. Affinity of carumonam for penicillin-binding proteins. Chemotherapy. 1985;31(4):246-54. PubMed PMID: 3928279.

15: Weidekamm E, Stoeckel K, Egger HJ, Ziegler WH. Single-dose pharmacokinetics of Ro 17-2301 (AMA-1080), a monocyclic beta-lactam, in humans. Antimicrob Agents Chemother. 1984 Dec;26(6):898-902. PubMed PMID: 6395801; PubMed Central PMCID: PMC180046.