Biapenem | CAS#120410-24-4 | MedKoo Biosciences

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

MedKoo CAT#: 315145

CAS#: 120410-24-4

Description: Biapenem (INN) is a carbapenem antibiotic. It has in vitro activity against anaerobes.

Chemical Structure

Biapenem

CAS# 120410-24-4

Product data Instruction

Theoretical Analysis

MedKoo Cat#: 315145
Name: Biapenem
CAS#: 120410-24-4
Chemical Formula: C15H18N4O4S
Exact Mass: 350.10
Molecular Weight: 350.393
Elemental Analysis: C, 51.42; H, 5.18; N, 15.99; O, 18.26; S, 9.15

Price and Availability

Size	Price	Availability
200mg	USD 250	2 weeks
500mg	USD 450	2 weeks
1g	USD 750	2 weeks
2g	USD 1350	2 weeks
5g	USD 2950	2 weeks
10g	USD 5250	2 weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: Biapenem; CL 186,815; CL-186,815; CL186,815; L 627; L-627; L627; LJC 10,627; LJC-10,627; LJC10,627; RPX2003; RPX 2003; RPX-2003; Omegacin;

IUPAC/Chemical Name: (4R,5S,6S)-3-((6,7-dihydro-5H-pyrazolo[1,2-a][1,2,4]triazol-4-ium-6-yl)thio)-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

InChi Key: MRMBZHPJVKCOMA-WAOAVRLKSA-N

InChi Code: InChI=1S/C15H18N4O4S/c1-7-11-10(8(2)20)14(21)19(11)12(15(22)23)13(7)24-9-3-17-5-16-6-18(17)4-9/h5-11,20H,3-4H2,1-2H3/t7-,8?,10-,11-/m1/s1

SMILES Code: O=C(C(N12)=C(SC(C3)CN4[N+]3=CN=C4)[C@H](C)[C@]2([H])[C@@H](C(O)C)C1=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:	Biapenem is a carbapenem antibacterial agent.
In vitro activity:	Biapenem/rifampicin activity was evaluated using three strains of M. tuberculosis : strain 115R (low-level rifampicin resistance); strain 124R (high-level rifampicin resistance); and the drug-susceptible H37Rv parent strain. In vitro , synergy was observed between biapenem and rifampicin against H37Rv and strain 115R. Reference: Biomed Environ Sci. 2019 Apr;32(4):235-241. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5890701
In vivo activity:	In vivo , biapenem exhibited clear dose-dependent activity against H37Rv, with all biapenem doses as active or more active than rifampicin alone. Biapenem and rifampicin had synergistic bactericidal activity against H37Rv in the mouse model; no synergy was observed in mice infected with either of the rifampicin-resistant strains. Biapenem alone was active against all three strains. Reference: Biomed Environ Sci. 2019 Apr;32(4):235-241. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5890701

Solubility Data

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	Water	7.5	21.40
	PBS (pH 7.2)	5.0	14.27

Preparing Stock Solutions

The following data is based on the product molecular weight 350.39 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.

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. Kaushik A, Ammerman NC, Tasneen R, Story-Roller E, Dooley KE, Dorman SE, Nuermberger EL, Lamichhane G. In vitro and in vivo activity of biapenem against drug-susceptible and rifampicin-resistant Mycobacterium tuberculosis. J Antimicrob Chemother. 2017 Aug 1;72(8):2320-2325. doi: 10.1093/jac/dkx152. PMID: 28575382; PMCID: PMC5890701. 2. Guo ZY, Zhao WJ, Zheng MQ, Liu S, Yan CX, Li P, Xu SF. Activities of Biapenem against Mycobacterium tuberculosis in Macrophages and Mice. Biomed Environ Sci. 2019 Apr;32(4):235-241. doi: 10.3967/bes2019.033. PMID: 31217059. 3. Kaushik A, Ammerman NC, Tasneen R, Story-Roller E, Dooley KE, Dorman SE, Nuermberger EL, Lamichhane G. In vitro and in vivo activity of biapenem against drug-susceptible and rifampicin-resistant Mycobacterium tuberculosis. J Antimicrob Chemother. 2017 Aug 1;72(8):2320-2325. doi: 10.1093/jac/dkx152. PMID: 28575382; PMCID: PMC5890701. 4. Guo ZY, Zhao WJ, Zheng MQ, Liu S, Yan CX, Li P, Xu SF. Activities of Biapenem against Mycobacterium tuberculosis in Macrophages and Mice. Biomed Environ Sci. 2019 Apr;32(4):235-241. doi: 10.3967/bes2019.033. PMID: 31217059
In vitro protocol:	1. Kaushik A, Ammerman NC, Tasneen R, Story-Roller E, Dooley KE, Dorman SE, Nuermberger EL, Lamichhane G. In vitro and in vivo activity of biapenem against drug-susceptible and rifampicin-resistant Mycobacterium tuberculosis. J Antimicrob Chemother. 2017 Aug 1;72(8):2320-2325. doi: 10.1093/jac/dkx152. PMID: 28575382; PMCID: PMC5890701. 2. Guo ZY, Zhao WJ, Zheng MQ, Liu S, Yan CX, Li P, Xu SF. Activities of Biapenem against Mycobacterium tuberculosis in Macrophages and Mice. Biomed Environ Sci. 2019 Apr;32(4):235-241. doi: 10.3967/bes2019.033. PMID: 31217059.
In vivo protocol:	1. Kaushik A, Ammerman NC, Tasneen R, Story-Roller E, Dooley KE, Dorman SE, Nuermberger EL, Lamichhane G. In vitro and in vivo activity of biapenem against drug-susceptible and rifampicin-resistant Mycobacterium tuberculosis. J Antimicrob Chemother. 2017 Aug 1;72(8):2320-2325. doi: 10.1093/jac/dkx152. PMID: 28575382; PMCID: PMC5890701. 2. Guo ZY, Zhao WJ, Zheng MQ, Liu S, Yan CX, Li P, Xu SF. Activities of Biapenem against Mycobacterium tuberculosis in Macrophages and Mice. Biomed Environ Sci. 2019 Apr;32(4):235-241. doi: 10.3967/bes2019.033. PMID: 31217059.

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1: Nakagawa Y, Suzuki K, Hirose T, Chou T, Fujisawa S, Kida M, Usuki K, Ishida Y, Taniguchi S, Kouzai Y, Tomoyasu S, Miyazaki K, Higashihara M, Ando K, Aoki S, Arai A, Akiyama N, Hatake K, Okamoto S, Dan K, Ohyashiki K, Urabe A. Erratum to: Clinical efficacy and safety of biapenem for febrile neutropenia in patients with underlying hematopoietic diseases: a multi-institutional study. J Infect Chemother. 2010 Dec 8. [Epub ahead of print] PubMed PMID: 21140280.

2: Jia B, Lu P, Huang W, Li C, Huang A, Zhou X, Zhang W, Wu G, Zhang G. A multicenter, randomized controlled clinical study on biapenem and imipenem/cilastatin injection in the treatment of respiratory and urinary tract infections. Chemotherapy. 2010;56(4):285-90. Epub 2010 Aug 11. PubMed PMID: 20714145.

3: Nakagawa Y, Suzuki K, Hirose T, Chou T, Fujisawa S, Kida M, Usuki K, Ishida Y, Taniguchi S, Kouzai Y, Tomoyasu S, Miyazaki K, Higashihara M, Ando K, Aoki S, Arai A, Akiyama N, Hatake K, Okamoto S, Dan K, Ohyashiki K, Urabe A. Clinical efficacy and safety of biapenem for febrile neutropenia in patients with underlying hematopoietic diseases: a multi-institutional study. J Infect Chemother. 2010 Jul 3. [Epub ahead of print] PubMed PMID: 20602137.

4: Kameda K, Ikawa K, Ikeda K, Morikawa N, Nakashima A, Ohge H, Sueda T. HPLC method for measuring meropenem and biapenem concentrations in human peritoneal fluid and bile: application to comparative pharmacokinetic investigations. J Chromatogr Sci. 2010 May-Jun;48(5):406-11. PubMed PMID: 20515537.

5: Thamlikitkul V, Trakulsomboon S. In vitro activity of biapenem against Burkholderia pseudomallei. Int J Antimicrob Agents. 2010 May;35(5):514. Epub 2010 Feb 25. PubMed PMID: 20188524.

6: Kikuchi E, Kikuchi J, Nasuhara Y, Oizumi S, Ishizaka A, Nishimura M. Comparison of the pharmacodynamics of biapenem in bronchial epithelial lining fluid in healthy volunteers given half-hour and three-hour intravenous infusions. Antimicrob Agents Chemother. 2009 Jul;53(7):2799-803. Epub 2009 Apr 20. PubMed PMID: 19380601; PubMed Central PMCID: PMC2704648.

7: Kameda K, Miki M, Ikawa K, Morikawa N, Kobayashi M. [Dosing regimen rationalization of biapenem in pediatric patients: use of Monte Carlo simulation]. Jpn J Antibiot. 2009 Feb;62(1):1-8. Japanese. PubMed PMID: 19378765.

8: Ikawa K, Morikawa N, Ikeda K, Katagiri M, Kiya K, Isobe N, Mizoue T, Kondo H, Takano M. Pharmacokinetics and pharmacodynamics of biapenem in human cerebrospinal fluid. Int J Antimicrob Agents. 2009 Aug;34(2):184-5. PubMed PMID: 19307107.

9: Xia M, Hang TJ, Zhang F, Li XM, Xu XY. The stability of biapenem and structural identification of impurities in aqueous solution. J Pharm Biomed Anal. 2009 May 1;49(4):937-44. Epub 2009 Feb 13. PubMed PMID: 19278804.

10: Suyama H, Ikawa K, Morikawa N, Ikeda K, Fujiue Y, Morikawa S, Kaneko K, Kuwabara M, Yamanoue T. Pharmacokinetics and pharmacodynamics of biapenem in critically ill patients under continuous venovenous hemodiafiltration. Jpn J Antibiot. 2008 Oct;61(5):303-13. PubMed PMID: 19260350.

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