Biapenem (also called L-627, CLI 86815, LJC10627) is a potent carbapenem antibiotic with activity against both Gram-positive and Gram-negative bacterial strains. Biapenem has activity comparable to those of Imipenem and Meropenem against all groups of anaerobes with MICs for 90% of the strains tested of 0.06 to 2 mg/mL. Biapenem is more active than ampicillin-sulbactam, ticarcillin-clavulanate, piperacillin, cefoxitin, cefotaxime, and ceftriaxone. Biapenem is also active against all of the B. capillosus, Prevotella, Clostridium, and Eubacterium strains and anaerobic cocci tested. Biapenem shows broad antibacterial activity against both Gram-positive and Gram-negative clinical isolates.

Physicochemical Properties

Molecular Formula	C15H18N4O4S
Molecular Weight	350.39
Exact Mass	350.104
Elemental Analysis	C, 51.42; H, 5.18; N, 15.99; O, 18.26; S, 9.15
CAS #	120410-24-4
Related CAS #	120410-24-4
PubChem CID	71339
Appearance	White to off-white solid powder
Melting Point	265-271°C (dec.)
Index of Refraction	1.651
LogP	1.4
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	3
Heavy Atom Count	24
Complexity	609
Defined Atom Stereocenter Count	4
SMILES	S(C1([H])C([H])([H])N2C([H])=NC([H])=[N+]2C1([H])[H])C1=C(C(=O)[O-])N2C([C@]([H])([C@@]([H])(C([H])([H])[H])O[H])[C@@]2([H])[C@@]1([H])C([H])([H])[H])=O
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
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
Synonyms	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;
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

Targets	β-lactam
ln Vitro	Biapenem has activity comparable to those of Imipenem and Meropenem against all groups of anaerobes with MICs for 90% of the strains tested of 0.06 to 2 mg/mL. Biapenem is more active than ampicillin-sulbactam, ticarcillin-clavulanate, piperacillin, cefoxitin, cefotaxime, and ceftriaxone. Biapenem is also active against all of the B. capillosus, Prevotella, Clostridium, and Eubacterium strains and anaerobic cocci tested. Biapenem shows broad antibacterial activity against both Gram-positive and Gram-negative clinical isolates. Biapenem is found to be approximately as active as imipenem, inhibiting 90% of isolates of most species at concentrations within one dilution of the MIC of imipenem for 90% of the isolates.
ln Vivo	Biapenem results in significantly fewer viable bacteria than in the lungs of control mice. Biapenem prevents the progression of lung inflammation, including alveolar neutrophil infiltration and hemorrhage. Biapenem significantly prolongs survival and reduces the number of viable bacteria in a murine model of VAP caused by P. aeruginosa.
Animal Protocol
References	[1]. Antimicrob Agents Chemother.1994 Apr;38(4):889-93. [2]. Jpn J Antibiot.2003 Apr;56(2):138-41. [3]. J Infect Chemother.2012 Aug;18(4):472-8. [4]. N Engl J Med. 2018 Sep 6;379(10):913-923.
Additional Infomation	Biapenem is a carbapenem antibiotic in which the azetidine and pyrroline rings carry 1-hydroxymethyl and pyrazolo[1,2-a][1,2,4]triazolium-6-ylthio substituents respectively. It has a role as an antibacterial drug. It is a member of carbapenems, a pyrazolotriazole and an organic sulfide. Biapenem has been used in trials studying the treatment of Bacterial Infections. Biapenem is a 1-beta-methylcarbapenem antibiotic with a wide range of antibacterial activity. Biapenem has similar antibacterial activity to that of imipenem, but is more stable against human renal dehydropeptidase-I and with less neurotoxicity.

Solubility Data

Solubility (In Vitro)	Water : 5~10 mg/mL(~28.54 mM)
Solubility (In Vivo)	Solubility in Formulation 1: 11.11 mg/mL (31.71 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication (<60°C). Solubility in Formulation 2: PBS: 11.11 mg/mL (31.71 mM)  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.8540 mL	14.2698 mL	28.5396 mL
	5 mM	0.5708 mL	2.8540 mL	5.7079 mL
	10 mM	0.2854 mL	1.4270 mL	2.8540 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.