PeptideDB

Clindamycin phosphate 24729-96-2

Clindamycin phosphate 24729-96-2

CAS No.: 24729-96-2

Clindamycin phosphate (Clindamycin 2-phosphate) is a broad-spectrum bacteriostatic lincosamide antibiotic. The proagent
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Clindamycin phosphate (Clindamycin 2-phosphate) is a broad-spectrum bacteriostatic lincosamide antibiotic. The proagent of Clindamycin (HY-B1455), clindamycin phosphate, has no antimicrobial activity in vitro but can be quickly hydrolyzed by phosphatase ester in vivo to become the active parent agent, Clindamycin. One can use clindamycin phosphate to study bacterial vaginosis and acne.

Physicochemical Properties


Molecular Formula C18H34CLN2O8PS
Molecular Weight 504.95
Exact Mass 504.146
Elemental Analysis C, 42.81; H, 6.79; Cl, 7.02; N, 5.55; O, 25.35; P, 6.13; S, 6.35
CAS # 24729-96-2
Related CAS # Clindamycin hydrochloride;21462-39-5;Clindamycin palmitate hydrochloride;25507-04-4;Clindamycin;18323-44-9;Clindamycin phosphate hydrochloride;64023-51-4
PubChem CID 443385
Appearance White to off-white solid powder.
Density 1.4±0.1 g/cm3
Boiling Point 159°C
Melting Point 114ºC
Index of Refraction 1.577
LogP 0.93
Hydrogen Bond Donor Count 5
Hydrogen Bond Acceptor Count 10
Rotatable Bond Count 9
Heavy Atom Count 31
Complexity 658
Defined Atom Stereocenter Count 9
SMILES

Cl[C@@]([H])(C([H])([H])[H])[C@]([H])([C@]1([H])[C@@]([H])([C@@]([H])([C@]([H])([C@]([H])(O1)SC([H])([H])[H])OP(=O)(O[H])O[H])O[H])O[H])N([H])C([C@]1([H])C([H])([H])[C@@]([H])(C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])N1C([H])([H])[H])=O

InChi Key UFUVLHLTWXBHGZ-MGZQPHGTSA-N
InChi Code

InChI=1S/C18H34ClN2O8PS/c1-5-6-10-7-11(21(3)8-10)17(24)20-12(9(2)19)15-13(22)14(23)16(18(28-15)31-4)29-30(25,26)27/h9-16,18,22-23H,5-8H2,1-4H3,(H,20,24)(H2,25,26,27)/t9-,10+,11-,12+,13+,14-,15+,16+,18+/m0/s1
Chemical Name

(2R,3R,4S,5R,6R)-6-((1S,2S)-2-chloro-1-((2S,4R)-1-methyl-4-propylpyrrolidine-2-carboxamido)propyl)-4,5-dihydroxy-2-(methylthio)tetrahydro-2H-pyran-3-yl dihydrogen phosphate
Synonyms

Cleocin T; Clinda-Derm; Clindagel; Evoclin; U 28508; U-28508; U28508
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 Antibiotic, Bacterial
References

[1]. Eur J Clin Pharmacol. 2017 Feb;73(2):251-253.

[2]. J Dermatol. 2018 Aug;45(8):951-962.

[3]. Gynecol. 2020, 47(4), 516–518.

[4]. Ann Clin Microbiol Antimicrob. 2018 Oct 20;17(1):38.

Additional Infomation Clindamycin Phosphate is the phosphate salt form of clindamycin, a semi-synthetic, chlorinated broad spectrum antibiotic produced by chemical modification of lincomycin. Clindamycin phosphate is used in topical preparations.
See also: Clindamycin (has active moiety); Benzoyl Peroxide; Clindamycin Phosphate (component of); Clindamycin phosphate; tretinoin (component of) ... View More ...

Solubility Data


Solubility (In Vitro) H2O : 100 mg/mL (198.04 mM)
Solubility (In Vivo) Solubility in Formulation 1: 50 mg/mL (99.02 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.9804 mL 9.9020 mL 19.8039 mL
5 mM 0.3961 mL 1.9804 mL 3.9608 mL
10 mM 0.1980 mL 0.9902 mL 1.9804 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.