Polymorphism of rac-5,6-diisobutyryloxy-2-methylamino-1,2,3,4-tetrahydro-naphthalene hydrochloride (CHF 1035). I. Thermal, spectroscopic, and X-ray diffraction properties.


:The polymorphism of rac-5,6-diisobutyryloxy-2-methylamino-1,2,3,4-tetrahydro-naphthalene hydrochloride (CHF 1035) was investigated. Three different crystal forms (Form I, Form II, and Form III) were obtained by recrystallization procedures from common organic solvents. The polymorphs were characterized by Raman and carbon-13 nuclear magnetic resonance ((13)C NMR) spectroscopy, in solution and in solid state (cross polarization-magic angle spinning), powder X-ray diffractometry, and thermal methods (differential scanning calorimetry, hot stage microscopy, and thermogravimetry). Moreover, the diffraction patterns of Form I, collected at controlled temperatures, gave evidence of the presence of two reversible structural rearrangements at approximately 60 and approximately 75 degrees C. These structural variations were confirmed by the results obtained by differential scanning calorimetry and hot stage microscopy techniques. The analysis of the Raman spectra allowed the identification of peculiar absorption bands for each polymorph. Form III was the stable crystal form at room temperature as determined by the basis of slurry conversion method.


J Pharm Sci


Giordano F,Rossi A,Moyano JR,Gazzaniga A,Massarotti V,Bini M,Capsoni D,Peveri T,Redenti E,Carima L,Dagli Alberi M,Zanol M




Has Abstract


2001-08-01 00:00:00














  • Phase distribution studies on an oil-water emulsion based on a eutectic mixture of lidocaine and prilocaine as the dispersed phase.

    abstract::The distribution conditions in oil-water emulsions prepared by emulsifying a 1:1 eutectic mixture of lidocaine and prilocaine with a nonionic surfactant in water were studied by membrane and gel filtration methods. In this system, the local anesthetics are considered to be freely dissolved, surfactant solubilized, and...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章


    authors: Nyqvist-Mayer AA,Brodin AF,Frank SG

    更新日期:1985-11-01 00:00:00

  • Studies on the structure of the complex of the boron neutron capture therapy drug, L-p-boronophenylalanine, with fructose and related carbohydrates: chemical and 13C NMR evidence for the beta-D-fructofuranose 2,3,6-(p-phenylalanylorthoboronate) structure.

    abstract::The complex of L-L-boronophenylalanine (L-p-BPA) with fructose has been used for the past 5 years in clinical trials of boron neutron capture therapy to treat both melanoma and glioblastoma multiforme. However, the structure of this complex in water buffered at physiologic pH has not been established. In the (1)H NMR ...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章


    authors: Shull BK,Spielvogel DE,Head G,Gopalaswamy R,Sankar S,Devito K

    更新日期:2000-02-01 00:00:00

  • Development of a method for study of the tendency of drug products to adhere to the esophagus.

    abstract::A method to determine the adherence of drugs to the esophagus was developed using isolated swine esophagi. A number of types of tablets and capsules (e.g., of doxycycline) were tested. The results showed that the tendency of products to adhere to the esophagus can be regulated by pharmaceutical properties. It was conc...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章


    authors: Marvola M,Vahervuo K,Sothmann A,Marttila E,Rajaniemi M

    更新日期:1982-09-01 00:00:00

  • Potential thyroliberin affinity labels II: Chloroacetyl substituted phenylalanyl prolineamides.

    abstract::Three analogs of thyroliberin (I) were prepared. These compounds, N-m-chloroacetylbenzoyl-phenylalanyl-prolineamide (VIa), N-p-chloroacetylbenzoyl-phenylalanyl-prolineamide (VIb) and N-chloroacetyl-alanyl-phenylalanyl-prolineamide (IX), were designed as potential I antagonist affinity labels. However, no significant a...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章


    authors: Goebel RJ,Currie BL,Bowers CY

    更新日期:1982-09-01 00:00:00

  • High-performance liquid chromatographic assay of sulfapyridine and acetylsulfapyridine in biological fluids.

    abstract::A high-pressure liquid chromatographic method for the sensitive, rapid, and specific determination of sulfapyridine and its N-acetyl derivative in plasma and saliva was developed. A cyano-bonded, reversed-phase, high efficiency column was used. The system detected these sulfonamides in serum to 0.25 mg/liter and withi...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章


    authors: Owerbach J,Johnson NF,Bates TR,Pieniaszek HJ Jr,Jusko WJ

    更新日期:1978-09-01 00:00:00

  • Testosterone-independent down-regulation of Oct2 in the kidney medulla from a uranyl nitrate-induced rat model of acute renal failure: effects on distribution of a model organic cation, tetraethylammonium.

    abstract::Although acute renal failure (ARF) has been an area of extensive research in recent decades, our understanding of ARF is far from complete. Organic cations (OCs) are primarily excreted via vectorial transport by various renal organic cation transporters (OCTs). It is reasonable to assume that ARF may alter the express...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章


    authors: Shim WS,Park JH,Ahn SJ,Han L,Jin QR,Li H,Choi MK,Kim DD,Chung SJ,Shim CK

    更新日期:2009-02-01 00:00:00

  • Pharmacokinetics and disposition of a localized lymphatic polymeric hyaluronan conjugate of cisplatin in rodents.

    abstract::Cisplatin (CDDP) is an effective anticancer agent for many solid tumors but has significant systemic toxicity limiting its use in many patients. We have designed a loco-regional delivery system to increase platinum levels in the lymphatics, where early metastasis is most likely to occur, while reducing systemic toxici...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章


    authors: Cai S,Xie Y,Davies NM,Cohen MS,Forrest ML

    更新日期:2010-06-01 00:00:00

  • A solid-state NMR study of phase structure, molecular interactions, and mobility in blends of citric acid and paracetamol.

    abstract::Citric acid anhydrate (CAA) and paracetamol (PARA), prepared as crystalline physical mixtures and as amorphous blends, were studied using (13)C solid-state cross polarization magic angle spinning (CPMAS) NMR. Amorphous blends showed significant line broadening from the conformational distribution as compared to the cr...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章


    authors: Schantz S,Hoppu P,Juppo AM

    更新日期:2009-05-01 00:00:00

  • Liposomes as carriers for topical and transdermal delivery.

    abstract::The delivery of active agents to the skin by liposome carriers is an interdisciplinary topic of great interest today. Data accumulated over the last decade strongly point to important advantages of these drug delivery systems. A symposium devoted to classic and new approaches in the use of liposomal systems was organi...

    journal_title:Journal of pharmaceutical sciences



    authors: Touitou E,Junginger HE,Weiner ND,Nagai T,Mezei M

    更新日期:1994-09-01 00:00:00

  • Synthesis and bioevaluation of a series of fatty acid esters of p-[N,N-bis(2-chloroethyl)amino]phenol.

    abstract::A series of even numbered fatty acid esters (C2-C18) of p-[N,N-bis(2-chloroethyl)amino]phenol were synthesized and evaluated as to acute toxicity as well as effectiveness against L-1210 mouse leukemia. The acetate through the decanoate derivatives demonstrated toxicity between 2 and 3 times that of phenol mustard in H...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章


    authors: Wynn JE,Caldwell ML,Robinson JR,Beamer RL,Bauguess CT

    更新日期:1982-07-01 00:00:00

  • Membrane transport of drugs in different regions of the intestinal tract of the rat.

    abstract::Regional permeability coefficients of 19 drugs with different physicochemical properties were determined using excised segments from three regions of rat intestine: jejunum, ileum, and colon. The results are discussed in relation to the characteristics of the drug, i.e., MW (range 113-1071 Da), pKa, log D (octanol/wat...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章


    authors: Ungell AL,Nylander S,Bergstrand S,Sjöberg A,Lennernäs H

    更新日期:1998-03-01 00:00:00

  • Sucrose esters increase drug penetration, but do not inhibit p-glycoprotein in caco-2 intestinal epithelial cells.

    abstract::Sucrose fatty acid esters are increasingly used as excipients in pharmaceutical products, but few data are available on their toxicity profile, mode of action, and efficacy on intestinal epithelial models. Three water-soluble sucrose esters, palmitate (P-1695), myristate (M-1695), laurate (D-1216), and two reference a...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章


    authors: Kiss L,Hellinger É,Pilbat AM,Kittel Á,Török Z,Füredi A,Szakács G,Veszelka S,Sipos P,Ózsvári B,Puskás LG,Vastag M,Szabó-Révész P,Deli MA

    更新日期:2014-10-01 00:00:00

  • Application of a variable direction hysteresis minimization approach in describing the central nervous system pharmacodynamic effects of alfentanil in rabbits.

    abstract::The relationship between the concentration of a drug and its pharmacologic effect is of central interest in pharmacodynamics. Various compartmental and noncompartmental methods have been proposed for elucidating this relationship when the plasma drug concentration and effects are both measured. Although the relationsh...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章


    authors: Modi NB,Veng-Pedersen P

    更新日期:1994-03-01 00:00:00

  • Myocardial effect compartment modeling of metoprolol and sotalol: importance of myocardial subsite drug concentration.

    abstract::We have recently reported the time course of acute myocardial drug uptake and simultaneous pharmacodynamic effects for metoprolol (4 mg; n = 12) and sotalol (20 mg; n = 10) in patients with ischemic heart disease. The acute pharmacodynamic effects of the two drugs included reductions in both spontaneous heart rate and...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 临床试验,杂志文章


    authors: Ritchie RH,Morgan DJ,Horowitz JD

    更新日期:1998-02-01 00:00:00

  • A system approach to pharmacodynamics. Input-effect control system analysis of central nervous system effect of alfentanil.

    abstract::Virtually all biological variables, including those affected by drugs, are subject to adaptive self regulation. In the description of the pharmacodynamics (PD) of drugs, it may be necessary to consider the endogenous control system (ECS) as an integral part of the PD. A PDECS model based on system analysis principles ...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章


    authors: Veng-Pedersen P,Modi NB

    更新日期:1993-03-01 00:00:00

  • Bioavailability and efficacy of antisense morpholino oligomers targeted to c-myc and cytochrome P-450 3A2 following oral administration in rats.

    abstract::Antisense phosphorodiamidate Morpholino oligomers (PMO) are resistant to degradation by cellular hydrolases, DNases, RNases, and phosphodiesterases, but remain sensitive to prolonged exposure to low pH. The present studies evaluate the oral fractional bioavailability, stability, and efficacy of two distinct PMO sequen...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章


    authors: Arora V,Knapp DC,Reddy MT,Weller DD,Iversen PL

    更新日期:2002-04-01 00:00:00

  • Bioavailability of generic ritonavir and lopinavir/ritonavir tablet products in a dog model.

    abstract::In this study, we explored the bioavailability in dogs and chemical potency of generic ritonavir and lopinavir/ritonavir tablet products manufactured by various pharmaceutical companies. Chemical potency of the products was examined by HPLC quantitation of ritonavir and lopinavir. Using a dog model, we determined poin...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章


    authors: Garren KW,Rahim S,Marsh K,Morris JB

    更新日期:2010-02-01 00:00:00

  • Anionic Surfactant-Induced Changes in Skin Permeability.

    abstract::Anionic surfactants compromise skin's barrier function by damaging stratum corneum lipids and proteins. The objective of this study was to examine anionic surfactant-induced changes in the skin's polar and transcellular pathways and the resulting impact on surfactant penetration into the skin. Three anionic surfactant...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章


    authors: Morris SAV,Ananthapadmanabhan KP,Kasting GB

    更新日期:2019-11-01 00:00:00

  • Capillary GLC assay for carbinoxamine and hydrocodone in human serum using nitrogen-sensitive detection.

    abstract::Capillary gas chromatography using an open tubular fused silica column and NP-FID was applied to the simultaneous analysis of the antihistamine, carbinoxamine, and the antitussive, hydrocodone, in human serum. Carbinoxamine and hydrocodone were extracted into methylene chloride-2-propanol (9:1) under alkaline conditio...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章


    authors: Hoffman DJ,Leveque MJ,Thomson T

    更新日期:1983-11-01 00:00:00

  • Do multidrug resistance-associated protein-1 and -2 play any role in the elimination of estradiol-17 beta-glucuronide and 2,4-dinitrophenyl-S-glutathione across the blood-cerebrospinal fluid barrier?

    abstract::The purpose of this study was to examine the role of multidrug resistance-associated protein-1 and -2 (Mrp1 and Mrp2) in the efflux transport of organic anions across the blood-cerebrospinal fluid (CSF) barrier. The CSF concentration of estradiol-17beta-glucuronide (E(2)17betaG) and 2,4-dinitrophenyl-S-glutathione (DN...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章


    authors: Lee YJ,Kusuhara H,Sugiyama Y

    更新日期:2004-01-01 00:00:00

  • Independence of antimineralocorticoid and catatoxic effects of various steroids.

    abstract::A series of unrelated steroids were tested for antimineralocorticoid activity by Kagawa's test in male rats and by modified test in female rats. Adrenalectomized male rats given 12 mcg desoxycorticosterone (DOC) and 2.5 ml normal saline received 1 mg of the test steroid, and their urine was analyzed for sodium and po...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章


    authors: Solymoss B,Krajny M,Varga S

    更新日期:1970-05-01 00:00:00

  • Phenytoin prodrugs VI: In vivo evaluation of a phosphate ester prodrug of phenytoin after parenteral administration to rats.

    abstract::Tissue damage caused by subcutaneous and intramuscular administration of three phenytoin prodrugs to rats was assessed. Since two of the prodrugs caused significant irritation, only 3-(hydroxymethyl)-5,5-diphenylhydantoin disodium phosphate ester might be useful as a nonirritant phenytoin prodrug suitable for parenter...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章


    authors: Varia SA,Stella VJ

    更新日期:1984-08-01 00:00:00

  • Physicochemical characterisation, drug polymer dissolution and in vitro evaluation of phenacetin and phenylbutazone solid dispersions with polyethylene glycol 8000.

    abstract::Poor water solubility leads to low dissolution rate and consequently, it can limit bioavailability. Solid dispersions, where the drug is dispersed into an inert, hydrophilic polymer matrix can enhance drug dissolution. Solid dispersions were prepared using phenacetin and phenylbutazone as model drugs with polyethylene...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章


    authors: Khan S,Batchelor H,Hanson P,Perrie Y,Mohammed AR

    更新日期:2011-10-01 00:00:00

  • Slow-release characteristics of diltiazem from ethylated beta-cyclodextrin complexes.

    abstract::Release characteristics of two ethylated beta-cyclodextrins [heptakis(2,6-di-O-ethyl)-beta-cyclodextrin (diethyl-beta-cyclodextrin) and heptakis(2,3,6-tri-O-ethyl)-beta-cyclodextrin (triethyl-beta-cyclodextrin)] as sustained-release drug carriers were evaluated using diltiazem hydrochloride, a water-soluble calcium an...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章


    authors: Horiuchi Y,Hirayama F,Uekama K

    更新日期:1990-02-01 00:00:00

  • Possible changes in luminal surface charge densities of small intestine membrane in the 4-7.4 pH range exhibit varied influence on the absorption rate constants of the ionized and un-ionized species of sulfadiazine in rats.

    abstract::The overall apparent first-order rate constants (Kab) of small intestinal absorption of sulfadiazine were determined in rats in situ at various pHs (4.01-7.42) of the recirculation fluids at 32 degrees. The purpose of the study was to verify our hypothesis that the rate-determining step for the absorption of sulfonami...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章


    authors: Chow SL,Nagwekar JB

    更新日期:1994-02-01 00:00:00

  • Rapid determination of chlorpromazine hydrochloride and two oxidation products in various pharmaceutical samples using high-performance liquid chromatography and fluorescence detection.

    abstract::A rapid, simple, and accurate high-performance liquid chromatographic procedure using an amino-bonded microparticulate column is reported for the determination of chlorpromazine hydrochloride (I) and its two oxidation products, the sulfoxide (II) and the sulfone (III), in commercially available pharmaceutical dosage p...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章


    authors: Takahashi DM

    更新日期:1980-02-01 00:00:00

  • Biowaiver monographs for immediate release solid oral dosage forms: efavirenz.

    abstract::Literature data pertaining to the decision to allow a waiver of in vivo bioequivalence testing for the approval of immediate-release (IR) solid oral dosage forms containing efavirenz as the only active pharmaceutical ingredient (API) are reviewed. Because of lack of conclusive data about efavirenz's permeability and i...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章,评审


    authors: Cristofoletti R,Nair A,Abrahamsson B,Groot DW,Kopp S,Langguth P,Polli JE,Shah VP,Dressman JB

    更新日期:2013-02-01 00:00:00

  • Therapeutic tolerance, hemodynamic effects, and oral dose kinetics of dilazep dihydrochloride in hypertensive patients.

    abstract::The oral dose metabolism of dilazep dihydrochloride [tetrahydro-1H-1,4-diazepine-1,4(5H)-dipropanol 3,4,5-trimethoxybenzoate] was examined in six hypertensive patients receiving a single oral dose of 600 mg of dilazep (3-3.8 mg/kg BW). Blood was collected at 0.5, 1, 1.5, 2, 3, 4, 6, 8, 10, and 24 h after administratio...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章


    authors: Sambhi MP,Kannan R,Thananopavarn C,Ookhtens M,Gudenzi M

    更新日期:1989-04-01 00:00:00

  • Enzyme immunoassay discrimination of a new angiotensin-converting enzyme (ACE) inhibitor, cilazapril, and its active metabolite.

    abstract::Simple and sensitive enzyme immunoassays (EIAs), discriminating a new angiotensin-converting enzyme (ACE) inhibitor, cilazapril [9(s) - [1(s)-(ethoxycarbonyl)-3-phenylpropylamino]-octahydro-10-oxo-6H- pyridazo[1,2-a] [1,2]diazepine-1(s)carboxylic acid] and its active metabolite [9(s)-[1(s)-carboxy-3-phenylpropylamino]...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章


    authors: Tanaka H,Yoneyama Y,Sugawara M,Umeda I,Ohta Y

    更新日期:1987-03-01 00:00:00

  • Stable isotope coadministration methodology for the estimation of the fraction of imipramine metabolized to desipramine.

    abstract::The application of a stable isotope coadministration technique for estimating the fraction (fm) of imipramine (IP) that is converted to desipramine (DMI) is described. Four healthy male subjects received 25 mg of IP-d4 hydrochloride orally with 25 mg of DMI hydrochloride. The plasma concentrations of IP-d4, DMI-d4, an...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章


    authors: Sasaki Y,Shinohara Y,Baba S

    更新日期:1990-02-01 00:00:00