Carindacillin (Carbenicillin indanyl) sodium is an orally bioactive broad-spectrum antibacterial agent. Carindacillin sodium can be hydrolyzed to Carindacillin in the body. Carindacillin sodium may be utilized to treat urinary tract infections.

Physicochemical Properties

Molecular Formula	C26H25N2NAO6S
Molecular Weight	516.54
Exact Mass	516.133
CAS #	26605-69-6
PubChem CID	23676503
Appearance	Typically exists as solid at room temperature
Boiling Point	812.5ºC at 760mmHg
Melting Point	207-213°
Flash Point	445.2ºC
Vapour Pressure	6.62E-28mmHg at 25°C
LogP	1.49
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	7
Heavy Atom Count	36
Complexity	894
Defined Atom Stereocenter Count	3
SMILES	[Na+].C1C=CC(C(C(N[C@@H]2C(=O)N3[C@H](C(S[C@H]23)(C)C)C([O-])=O)=O)C(OC2C=CC3CCCC=3C=2)=O)=CC=1
InChi Key	QFWPXOXWAUAYAB-XZVIDJSISA-M
InChi Code	InChI=1S/C26H26N2O6S.Na/c1-26(2)20(24(31)32)28-22(30)19(23(28)35-26)27-21(29)18(15-7-4-3-5-8-15)25(33)34-17-12-11-14-9-6-10-16(14)13-17;/h3-5,7-8,11-13,18-20,23H,6,9-10H2,1-2H3,(H,27,29)(H,31,32);/q;+1/p-1/t18?,19-,20+,23-;/m1./s1
Chemical Name	sodium;(2S,5R,6R)-6-[[3-(2,3-dihydro-1H-inden-5-yloxy)-3-oxo-2-phenylpropanoyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
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 Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
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

ln Vitro	In vitro, carnacillin sodium exhibits activity against a wide range of bacterial species[1].
ln Vivo	Carindacillin sodium (po), with PD95s ranging from 30.4 mg/kg to 220.4 mg/kg, protects mice against deadly infections caused by Salmonella choleraesuis, Pasteurella multocida, Proteus vulgaris, Staphylococcus aureus, and Streptococcus pyogenes[1].
References	[1]. English AR, et, al. Carbenicillin indanyl sodium, an orally active derivative of carbenicillin. Antimicrob Agents Chemother. 1972 Mar;1(3):185-91. [2]. Ries KM, et, al. Comparison of carbenicillin indanyl sodium, ampicillin, and cephaloglycin in treatment of urinary-tract infection. J Infect Dis. 1973 May;127:Suppl:148-53.
Additional Infomation	Carindacillin sodium is an organic sodium salt. It contains a carindacillin(1-). Carbenicillin Indanyl Sodium is the sodium salt of indanyl carbenicillin, a broad-spectrum, semi-synthetic carboxypenicillin antibiotic with bactericidal activity. Carbenicillin acylates C-terminal domain of penicillin-sensitive transpeptidase, resulting in opening the lactam ring of the antibiotic. This inactivation prevents the formation of the cross-linkage of peptidoglycan strands, thereby inhibiting the third and last stage of bacterial cell wall synthesis. As a result, cell wall integrity is compromised and cell lysis may follow. This agent is used mainly for gram-negative infections, and has limited gram-positive coverage.

Solubility Data

Solubility (In Vitro)

DMSO : 250 mg/mL (483.99 mM

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.08 mg/mL (4.03 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.08 mg/mL (4.03 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.08 mg/mL (4.03 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	1.9360 mL	9.6798 mL	19.3596 mL
	5 mM	0.3872 mL	1.9360 mL	3.8719 mL
	10 mM	0.1936 mL	0.9680 mL	1.9360 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.