Terpenoids and Derivatives

<p>Butoconazole (1-[4-(4-chlorophenyl)-2-[(2,6-dichlorophenyl)thio]butyl]-1H-imidazole) is an imidazole antifungal agent</p>

<p>Impurity Docetaxel EP Impurity G<br>Applications Docetaxal (Docetaxel EP Impurity G) is an impurity of Docetaxel (D494420), a semisynthetic derivative of Paclitaxel (P132500). Docetaxel is an antimitotic agent that promotes the assembly of micro-tubules and inhibits their de-polymerization to free tubulin.<br>References Zhu, Q.Q., et al.: J. Med. Chem., 40, 4319 (1997); Burkhart, C.A., et al.: Cancer. Res., 54, 5779 (1994); Ringel, I., et al.: J. Natl. Cancer Inst., 83, 288 (1991), Extra, J.-M., et al.: Cancer Res., 53, 1037 (1993)<br></p>

<p>Applications Methoprene, is a juvenile hormone (JH) analog which can be used as an insecticide that acts as a growth regulator. Useful in cannabis testing kits as a component of pesticide mixes (P698235).<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Xiao-li, M., et al.: Nongyao, 52, 380 (2013); Anon.IP.com Journal, 12, 9 (2012);<br></p>

<p>Applications (20S)-Protopanaxadiol is used in the treatment of cerebral ischemic injury and the reversal of oxidative stress. A novel class of AMP-activated protein kinase (AMPK) inhibitors affecting glucose and lipid metabolism.<br>References Xu, H. et al.: Exp. Ther. Med., 7, 165 (2014); Liu, J. et al.: Eur. j. Med. Chem., 79, 340 (2014);<br></p>

<p>Stability Hygroscopic<br>Applications 3-Hydroxy Midostaurin-13C6 is the labelled analogue of 3-Hydroxy Midostaurin (H939985), a metabolite of Midostaurin (M343760), a compound shown to possess antiproliferative characteristics via inhibition of protein kinase C, kinase insert domain receptor, and c-kit.<br>References Tahtouh, T., et al.: J. Med. Chem., 55, 9312 (2012); Pedeboscq, S., et al.: PLoS. One., 7, 36811 (2012);<br></p>

<p>Applications A metabolite of all-trans Retinoic acid.<br>References Omiecinski, C., et al.: Cancer Res., 50, 4315 (1990), Chapman, D., et al.: Biochem. Pharmacol., 48, 1807 (1994), White, J., et al.: J. Biol. Chem., 271, 29922 (1996), Chen, H., et al.: Drug Metab. Dispos., 28, 1051 (2000),<br></p>

<p>Stability Light Sensitive, Temperature Sensitive<br>Applications A labelled metabolite of Retinoic acid in neuroblastoma.<br>References Andreola, F., et al.: J. Biol. Chem., 279, 3434 (2004), Armstrong, J., et al.: Biochem. Pharmacol., 69, 1299 (2005), Njar, V., et al.: Bioorg. Med. Chem., 14, 4323 (2006), Veal, G., et al.: Br. J. Cancer, 96, 424 (2007),<br></p>

<p>Stability Light and Temperature Sensitive<br>Applications An isomer of all-trans-Retinal (R240000).<br>References Nakayama, T.A., et al.: J. Biol. Chem., 265, 15762 (1990), Rando, R.R., et al.: Chem. Biol., 3, 255 (1996)<br></p>

<p>Applications Docetaxel Hydroxy tert-Butylcarbamate-d6 is the labeled analogue of Docetaxel Hydroxy tert-Butylcarbamate (D494425), the main metabolite of Docetaxel (D494420), an antineoplastic.<br>References Commercon, A., et al.: Tetrahedron, 50, 34, 10289 (1994);<br></p>

<p>Applications (-)-2-Methylisoborneol is a derivative of Camphor (1) (C165805). (-)-2-Methylisoborneol is a flavor component of Robusta coffee responsible for the off-flavour aroma (2). Drinking water contaminant candidate list 3 (CCL 3) compound as per United States Environmental Protection Agency (EPA). Environmental contaminants; Food contaminants.<br>References 1. Money T. Nat Prod Rep. 1985 Jun;2(3):253-89.2. Blank I et al.: J Agric Food Chem. 2002 Jul 31;50(16):4653-6.<br></p>

<p>Applications (2’S, 3’R)-Cabazitaxel is a stereoisomer of Cabazitaxel (C046500), a novel tubulin binding taxane, that acts as a second-line treatment for those with castration-resistant prostate cancer.<br>References Paller, C. &amp; Antonarakis, E.: Drug Des. Devel. Ther., 5, 117 (2011); Pal, S., et al.: Clin. Interv. Aging, 5, 395 (2010)<br></p>

<p>Applications 13-Acetyl-9-dihydrobaccatin-III is an apoptosis inducer.<br></p>

<p>Applications Labelled Campesterol (C155360). A phytosterol, which may inhibit the intestinal absorption of cholesterol.<br>References Fransen, H., et al.: J. Nut., 140, 1062 (2010), Kojoma, M., et al.: Plant Biotechnol., 27, 59 (2010), Orozco-Solano, M., et al.: J. Agric. Food Chem., 58, 7539 (2010),<br></p>

<p>Applications Triptolide O-Methyl Phosphate Dibenzyl Ester is a derivative of Triptolide (T815600), a prodrug used for treatment of cancer.<br></p>

<p>Applications Cucurbitacin B is a tetracyclic triterpenoid, which can induce apoptosis in human hepatoma cells. It can also induce DNA damage and autophagy in MCF-7 breast cancer cells.In the wild, watermelons, cucumbers, and muskmelons produce bitter Cucurbitacins to defend against preditors. Humans have bred these fruits to eliminate these compounds thereby yielding fruits that are more appealing to our palate.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Sun, Y., et al.: Eur. J. Pharmacol. 768, 28 (2015); Ren, G., et al.: J. Nat. Med. 69, 522 (2015); C&amp;E News p. 10, Dec. 5, 2016j<br></p>

<p>Impurity Paclitaxel - In House Impurity<br>Applications Protected Baccatin III. Paclitaxel - In House Impurity.<br></p>

<p>Applications Artemisic Acid is a derivative of Artemisinin (A777500), an antimalarial constituent of the tradional Chinese medicinal herb Artemisia annua L., Compositae, which has been known for almost 2000 years as Qinghao. Antimalarial.<br>References Klayman, D.L., et al.: Science, 228, 1049 (1985), Price, R.N., et al.: Expert Opin. Invest. Drugs, 9, 1815 (2000), Meshnick, S.R., et al.: Int. J., Parasitol., 32, 1655 (2002),<br></p>

<p>Stability Volatile<br>Applications (Z)-Octa-1,5-dien-3-one is an odorant found in green tea, and palm wines.<br>References Katsuno, T., et. al.: Food Chem., 148, 388 (2014); Lasekan, O.: Molecules, 18, 11809 (2013)<br></p>

<p>Stability Light Sensitive, Temperature Sensitive<br>Applications A synthetic retinoid which is the major metabolite of etretinate (E938000).<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Sato, T., et al.: J. Med. Chem., 51, 7705 (2008), Liu, X., et al.: Cancer Chemother. Pharmacol., 63, 167 (2008),<br></p>

<p>Stability Light and Temperature Sensitive<br>Applications Spilanthol is a fatty acid amide isolated from Acmella oleracea. Spilanthol extract has been discovered to aid in saliva stimulation (sialogogue) for people suffering from dry mouth (xerostomia).<br>References Khadir, H., et al.: Pestic. Sci., 25, 329 (1989); Cech, N., et al.: Planta Med., 72, 1372 (2006); Saritha, K., et al.: Biol. Plant, 52, 334 (2008),<br></p>

<p>Applications The major labelled metabolites 1 and 3 (diastereomers) of Docetaxel (D494420).<br>References Van Asperen, J., et al.: J. Pharm. Sci., 86, 881 (1997), Bradshaw, D.M., et al.: J. Clin. Oncol., 16, 3674 (1998),<br></p>

<p>Applications 13-epi-10-Deacetyl Baccatin III is a new analog of 10-Deacetylbaccatin III (D198250).<br>References Gabetta, B., et al.: J. Natural Products, 58, 1508 (1995),<br></p>

<p>Stability Light Sensitive<br>Applications A dehydrogenated metabolite of Capsaicin (C175680).<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Glinsukon, T., et al.: Toxicon, 18, 215 (1980), Obach, R., et al.: Drug Metab. Dispos., 29, 1599 (2001), Reilly, C., et al.: Toxicol. Sci., 73, 170 (2003),<br></p>

<p>Stability Light Sensitive, Temperature Sensitive<br>Applications An oxo analogue of 9-cis,13-cis-Retinoic Acid (R245015): a major plasma metabolite of 9-cis Retinoic Acid (R245000).<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br></p>

<p>Applications Lupeol-d3 is the isotope labelled analog of Lupeol (L474850); a pentacyclic triterpene that is used as a therapeutic and chemopreventive agent for the treatment of inflammation and cancer.<br>References Geetha, T., et al.: J. Ethnopharmacol., 76, 77 (2001); Saleem, M., et al.: Cancer Lett., 285, 109 (2009)<br></p>

<p>Applications An impurity of Docetaxel (D494420).<br>References Zamir, L., et al.: Tetrahedron Lett., 33, 5173 (1992), Gueritte-Voegelein, F., et al.: J. Med. Chem., 34, 992 (1993), Volk, K., et al.: J. Chromatogr., 696, 99 (1997),<br></p>

<p>Applications Maytansinol is used in the preparation of site-specific trastuzumab maytansinoid antibody-drug conjugates with improved therapeutic activity.<br>References Pillow, T.H., et. al.: J. Med. Chem., 57, 7890 (2014)<br></p>

<p>Applications Fucosterol is a steroid for proteomics research.<br></p>

<p>Applications 7,13-Bisside chainpacltaxel is a derivative of Paclitaxel (P132500) which has anticancer properties.<br>References Zhong, T., et al.: Bioconjugate Chem., 29, 437-444 (2018)<br></p>

<p>Applications: An impurity contained in samples of all trans-retinoic acid.<br>References Newton, D., et al.: Cancer Res., 40, 3413 (1980), Curley, R., et al.: Bioorg. Med. Chem. Lett., 2, 1133 (1992), Tanaka, H., et al.: Chem. Pharm. Bull., 43, 356 (1995), Patel, J., et al.: J. Med. Chem., 47, 6716 (2004),<br></p>

<p>Stability Hygroscopic<br>Applications Docetaxel (D494420) injection impurity A.<br>References Vasu Dev, R., et al.: J. Pharm. Biomed. Anal., 40, 614 (2006),<br></p>

<p>Impurity Paclitaxel - In House Impurity<br>Stability Hygroscopic<br>Applications A metabolite of Paclitaxel (P132500). Paclitaxel - In House Impurity.<br>References Gut, I., et al.: Xenobiotica, 36, 772 ( 2006), Zhang, J., et al.: Drug Metab. Dispos., 36, 418 (2008), Li, S., et al.: J. Pharm. Biomed. Anal., 49, 81, (2009),<br></p>

<p>Stability Light Sensitive, Temperature Sensitive<br>Applications Used as a treatment for severe acne. Presently being studied in conjuction with the treatment of photoaged skin.<br>References Lerche, C., et al.: Exp. Dermatol., 17, 972 (2008), Sato, T., et al.: J. Med. Chem., 51, 7705 (2008), Gan, J., et al.: Chem. Res. Toxicol., 22, 690 (2009), Macejova, D., et al.: Toxicol. Lett., 184, 114 (2009), Chen, P., et al.: Toxicol. App. Pharmacol., 234, 143 (2009),<br></p>

<p>Docetaxel Impurity D is an impurity found in the formulation of Docetaxel, a drug used to treat cancer. The impurity is a 10-deacetylated form of docetaxel that has been shown to have chiral properties. Docetaxel Impurity D can be separated from the active ingredient through chromatographic techniques and quantified by high-performance liquid chromatography. It has been found to be present in all batches of docetaxel tested, but at different concentrations.</p>

<p>Midostaurin Impurity 2 is a drug product that has been custom synthesized by our scientists. It is of high purity, and is used in analytical studies to understand its metabolism. This impurity also plays a role in drug development and pharmacopoeia. It can be found under CAS No. 155848-20-7, and has the molecular formula C10H16N4O2S. This compound has an analytical standard at HPLC, which can be used to make sure that it's purity meets FDA standards for research and development purposes.</p>

<p>Paclitaxel impurity 2 is an analytical standard for the measurement of paclitaxel purity. Paclitaxel impurity 2 is a natural metabolite of paclitaxel, and its presence in a drug product is indicative of a higher level of contamination with paclitaxel. The impurity is found in concentrations greater than 10% up to 100%.</p>

<p>N-Methyltaxol C is an amide derivative of the taxane family. It has been shown to increase systolic pressure in animal models and acts as a cardiac depressant. N-Methyltaxol C also has arrhythmogenic properties, which may be due to its ability to inhibit the inward flow of potassium ions through the cardiac membrane. This drug is being studied for its potential use in cancer treatment, specifically for cancer that arises from breast cells. N-Methyltaxol C has been shown to inhibit the growth of human breast cancer cells in vitro and to induce apoptosis in these cells. The mechanism by which it does this is not yet known, but it is thought that it may work by interfering with cell cycle progression or DNA synthesis by inhibiting protein synthesis or DNA replication.</p>

<p>N-Debenzoyl-N-hexanoylpaclitaxel (DHBPTx) is an analog of paclitaxel. It inhibits cell proliferation by binding to the diketone group at the C-10 position of baccatin III, which inhibits the synthesis of taxol and other natural products with a diketone group at this position. DHBPTx is effective against colorectal carcinoma cells in culture, but has not been tested in vivo. This drug has also been shown to be effective against breast cancer cells that express high levels of 10-deacetylase activity. It is metabolized into 10-deacetylbaccatin III, which binds to cellular protein kinase C and causes inhibition of mitosis and apoptosis. In addition, DHBPTx can be conjugated with other drugs such as doxorubicin or vincristine to increase their effectiveness.</p>

<p>Midostaurin Impurity 1</p>

<p>Phorbol 12,13-dibutyrate (Phorbol dibutyrate) is a PKC activator that induces contraction of isolated rabbit vascular smooth muscle.</p>

<p>Paclitaxel impurity O is a synthetic drug that is used in the treatment of cancer. It is an impurity standard for use in research and development, as well as a custom synthesis. Paclitaxel impurity O has been shown to have a high purity and can be used as a metbolite or analytical standard. It has been shown to possess anti-inflammatory properties, which may be due to its ability to inhibit prostaglandin synthesis.</p>

<p>7-O-(Triethylsilyl) paclitaxel is a synthetic Taxol analog. It is manufactured by custom synthesis and purified by HPLC to be used as an analytical standard for the determination of natural Taxol impurities in drug products.</p>

<p>Methoprene (ZR-515) is a JH-like biological pesticide; it hinders insect growth and reproduction.</p>

<p>Docetaxel trihydrate (RP-56976 Trihydrate) is an antineoplastic agent that has a unique mechanism of action as an inhibitor of cellular mitosis.</p>

<p>Fenchone (AI3-00736) is a monoterpene found in plants with anti-inflammatory, antioxidant, antifungal and anti-injury activities.</p>

<p>Piperaquine is a bisquinoline antimalarial compound and a companion compound to artemisinin.</p>

<p>Ingenol 3-Hexanoate is a novel potent reactivator of latent HIV-1.</p>

<p>Campesterol is a plant sterol that lowers cholesterol, has anti-cancer and anti-inflammatory properties, and can help with specific prostate conditions.</p>

<p>Prochloraz: broad-spectrum imidazole fungicide; blocks placental aromatase (IC50=40nM), estrogen/androgen receptors; activates aryl hydrocarbon receptors.</p>

<p>Nopol is an inhibitor of alpha-glucosidase.</p>

<p>Resiniferatoxin ((+)-Resiniferatoxin) is a highly potent synthetic TRPV1 agonist.Cost-effective and quality-assured.</p>

<p>7-Epi 10-desacetyl paclitaxel is a prodrug of paclitaxel. It has a similar mechanism of action to paclitaxel, and is used as a chemotherapeutic agent for the treatment of cancer. 7-Epi 10-desacetyl paclitaxel has shown potent apoptotic activity in cell culture, as well as in animal models. This drug is prepared by high performance liquid chromatography and is used to treat cancer. The drug may also be activated by an enzyme called adenosine diphosphate ribose (ADPR), which forms from ATP during cellular metabolism. 7-Epi 10-desacetyl paclitaxel may also have anticancer effects on cervical cancer cells due to its ability to inhibit the synthesis of DNA and RNA.</p>

<p>Mavatrep (JNJ-39439335) is a selective antagonist of TRPV1 with Ki of 6.5 nM and can be used for studies about inflammatory pain.</p>

<p>PF-05105679 is a selective TRPM8 antagonist (IC50 = 103 nM). PF-05105679 can be used in research on cold-related pain.</p>

<p>(-)-Guaiol is a biocatalyst.</p>

<p>Terpineol possesses antifungal activity against Trichophyton mentagrophytes, it also exhibits strong antimicrobial activity against periodontopathic and cariogenic bacteria. α-Terpineol (Terpineol) shows anticonvulsant, and anti-inflammatory activities, it inhibits the gene expression of the IL-6 receptor.</p>