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Category Bioactive by-products
Catalog number BBF-00641
CAS 3485-14-1
Molecular Weight 341.42
Molecular Formula C15H23N3O4S
Purity 98%

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Ciclacillin is produced by the strain of Semi-synthetic broad-spectrum penicillin. The antibacterial activity of cyclociline against 101 strains of Escherichia coli, 50 strains of Proteus and 59 strains of Staphylococcus aureus was lower than that of ampicillin and carboxpicillin. The blood concentration is higher than ampicillin, but excretion is fast.


Synonyms Aminocyclohexylpenicillin; Calthor; Ciclacillin; Ciclacillum; Citosarin; Cyclapen; (Aminocyclohexyl)penicillin; Syngacillin; Ultracillin; Vastcillin; Vatracin; Vipicil; Wy 4508; Wyvital; (1-Aminocyclohexyl)penicillin; 6-(1-Aminocyclohexanecarboxamido)penicillanic Acid; [2S-(2α,5α,6β)]-6-[[(1-Aminocyclohexyl)carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid; 6-(1-Aminocyclohexanecarboxamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid
Storage Store at -20°C
IUPAC Name (2S,5R,6R)-6-[(1-aminocyclohexanecarbonyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Canonical SMILES CC1(C(N2C(S1)C(C2=O)NC(=O)C3(CCCCC3)N)C(=O)O)C
InChI InChI=1S/C15H23N3O4S/c1-14(2)9(12(20)21)18-10(19)8(11(18)23-14)17-13(22)15(16)6-4-3-5-7-15/h8-9,11H,3-7,16H2,1-2H3,(H,17,22)(H,20,21)/t8-,9+,11-/m1/s1


Appearance White to Light Yellow Crystallines
Antibiotic Activity Spectrum fungi
Boiling Point 649.6±55.0°C at 760 mmHg
Melting Point 156-158°C (dec.)
Density 1.400±0.10 g/cm3
Solubility Soluble in Water (32 g/L at 25 °C)

Reference Reading

1. Penetration of ciclacillin into bronchial secretions
P Dougan, M Bone, J Symonds Chemioterapia . 1986 Apr;5(2):105-8.
The penetration of ciclacillin into bronchial secretions was investigated in 105 patients undergoing bronchoscopy after a single oral dose of 500 mg ciclacillin. Comparison was made with 26 patients who received 500 mg ampicillin by mouth. Over a 6 to 8 hour period, ciclacillin achieved significantly higher levels in bronchial secretions but no statistically significant difference between serum ampicillin and ciclacillin levels was detected.
2. Gender differences in kidney function
Gerhard Burckhardt, Christoph Wanke, Abdul R Asif, Wolfgang E Budach, Ivan Sabolić, Andrew Bahn Pflugers Arch . 2007 Dec;455(3):397-429. doi: 10.1007/s00424-007-0308-1.
Sex hormones influence the development of female (F) and male (M) specific traits and primarily affect the structure and function of gender-specific organs. Recent studies also indicated their important roles in regulating structure and/or function of nearly every tissue and organ in the mammalian body, including the kidneys, causing gender differences in a variety of characteristics. Clinical observations in humans and studies in experimental animals in vivo and in models in vitro have shown that renal structure and functions under various physiological, pharmacological, and toxicological conditions are different in M and F, and that these differences may be related to the sex-hormone-regulated expression and action of transporters in the apical and basolateral membrane of nephron epithelial cells. In this review we have collected published data on gender differences in renal functions, transporters and other related parameters, and present our own microarray data on messenger RNA expression for various transporters in the kidney cortex of M and F rats. With these data we would like to emphasize the importance of sex hormones in regulation of a variety of renal transport functions and to initiate further studies of gender-related differences in kidney structure and functions, which would enable us to better understand occurrence and development of various renal diseases, pharmacotherapy, and drug-induced nephrotoxicity in humans and animals.
3. [Ciclacillin therapy for diseases of the urinary tract]
H Knothe, G Dathe MMW Munch Med Wochenschr . 1975 Apr 4;117(14):587-90.
In our own controlled bacteriological investigations, ciclacillin showed a good effect in urological infections at a daily dosage of 3 g for 10 days. The efficacy is comparable to that of ampicillin and corresponds to that of the double blind trials bescribed in the literature. The specially good tolerance is worthy of note.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40

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