Alpha-Chymotrypsin-Catalyzed Hydrolysis of Some Carbonate Esters

Shah, Atul A.; Connors, Kenneth A.

doi:10.1002/jps.2600570208

Cited by 9 publications

(1 citation statement)

References 10 publications

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“…Separate papers considered the use of nonisothermal kinetic methods (198-2oO). In a study on the alpha-chymotrypsin hydrolysis of some carbonate esters, the kinetics was found to be described by the Michaelis-Menten equation (207). Other kinetic studies included the hydrolysis of meperidine hydrochloride, the degradation of chlorthiazide in acid solution, and the degradation and stabilization of the parabens (203)(204)(205)(206).…”

mentioning

confidence: 99%

Pharmaceutical Sciences—1968. A Literature Review of Pharmaceutics

Bernardo¹,

Russo²

1969

Journal of Pharmaceutical Sciences

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mentioning

confidence: 99%

Pharmaceutical Sciences—1968. A Literature Review of Pharmaceutics

Bernardo¹,

Russo²

1969

Journal of Pharmaceutical Sciences

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Antiinflammatory polymer‐bound steroids for topical applications. I. Synthesis and characterization

Khue¹,

Galin²

1985

J of Applied Polymer Sci

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Covalent binding of hydrocortisone and dexamethasone to hydrophylic biocompatible macromolecular carriers through hydrolizable carbonate linkage was investigated according to two complementary strategies. (a) Radical copolymerization of hydrocortisone‐21C‐vinylcarbonate with N‐vinylpyrrolidone (NVP,60°C), or N‐[tris(hydroxymethyl)methyl]acrylamide (THMMA, 50°C) in dimethylacetamide solution: In spite of a nearly zero reactivity ratio for the steroid monomer which behaves as a degradative transfer agent—CT ∼ 5.7 × 10−2 and 6.8 × 10−3 for NVP and THMMA, respectively–this process may afford fairly high molecular weight polymers (M̄w ≃ 104–105) with high enough hydrocortisone content (0.03–0.10 mole.fraction). (b) Condensation of the hydrocortisone or dexamethasone‐21C‐chloroformates onto poly(oxyethylene glycol) (M̄n = 6220) or hydroxypropylcellulose (HPC, M̄w = 1.35 × 105) in tetrahydrofuran solution (30°C): This straightforward process is of low efficiency (yields >50%), and only HPC derivatives show good chemical homogeneity.

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Synthesis of [Carbonyl‐¹⁴c] labeled carbonate and carbamate esters

Nassar

Agha

Digenis

1986

Labelled Comp Radiopharmac

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A two-step s y n t h e s i s of t h r e e carbonate and f o u r carbamate esters l a b e l e d a t t h e carbonyl with c a r n-14 i s described. The method u t i l i z e s t h e r e a d i l y a v a i l a b l e [' %I -phosgene which i s f i r s t converted t o an i s o l a b l e [14C] -labeled a l k y l o r a r y l chloroformate and subsequently r e a c t e d with t h e a p p r o p r i a t e a l c o h o l o r amine t o give t h e corresponding ester.Synthesis of [Carbonyl-"C] Labeled Carbonate and Carbamate 675 with carbon-14. procedures (9) is not limited by the availability of the [l4C1labeled isocyanates. formate intermediate is isolable, asymmetric carbonates can be easily prepared. This method unlike previously reported Furthermore since the [ l4C1 -labeled chloro-

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Alpha-Chymotrypsin-Catalyzed Hydrolysis of Some Carbonate Esters

Cited by 9 publications

References 10 publications

Pharmaceutical Sciences—1968. A Literature Review of Pharmaceutics

Pharmaceutical Sciences—1968. A Literature Review of Pharmaceutics

Antiinflammatory polymer‐bound steroids for topical applications. I. Synthesis and characterization

Synthesis of [Carbonyl‐¹⁴c] labeled carbonate and carbamate esters

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Alpha-Chymotrypsin-Catalyzed Hydrolysis of Some Carbonate Esters

Cited by 9 publications

References 10 publications

Pharmaceutical Sciences—1968. A Literature Review of Pharmaceutics

Pharmaceutical Sciences—1968. A Literature Review of Pharmaceutics

Antiinflammatory polymer‐bound steroids for topical applications. I. Synthesis and characterization

Synthesis of [Carbonyl‐14c] labeled carbonate and carbamate esters

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Product

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Synthesis of [Carbonyl‐¹⁴c] labeled carbonate and carbamate esters