Used as an anticancer drug. Titanocene dichloride is the organotitanium compound with the formula (η 5-C 5 H 5) 2 TiCl 2, commonly abbreviated as Cp 2 TiCl 2. Titanocene dichloride is used to prepare titanocene pentasulfide. Although the toxicities and side effects encountered were mild to moderate, no partial or complete response was detectable. These findings are consistent with coordination of the Cp2Mo2+ moiety to the DNA backbone via either one or two phosphato(O) bonds [10]. Titanocene dichloride Valid: 09/21/2011: Other Sources. Between 3% and 16% of the total amount of Ti administered were renally excreted during the first 36 h. Articles of Titanocene dichloride … Titanocene dichloride is often used as the electron deficient metal inthese complexes. TITANOCENE DICHLORIDE is incompatible with strong oxidizers. effective than monometallic titanocene dichloride and gold(I) [{HOC(O)RPPh2}AuCl] (R = −CH2– 6, −4-C6H4– 7) derivatives in renal cancer cell lines, indicating a synergistic effect of the resulting heterometallic species. Immediate medical attention is required. Titanocene dichloride 1271-19-8 >95 4. Later, more synthetic attempts have been made for boosting the cytotoxicity of titanocene dichloride derivatives [14-16]. titanocene dichloride and (D-lO)titanocene dichloride was detected by mass spectrometry. 2004 Elsevier B.V. The bonding interaction between the Al12N12 nano-cluster and anticancer drug has … Sci. Biopsy material from a native human ovarian carcinoma was expanded and transplanted into 96 nude mice. Titanocene dichloride, the most studied metallocene, exhibits antiproliferative activity in a wide spectrum of murine and human tumours. Titanocene Y - Wikipedia Titanocene dichloride displays anti-cancer activity, and Dichloridobis[(p-methoxybenzyl)cyclopentadienyl]titanium is a current anticancer drug candidate. Found inside – Page 87... caused by titanocene dichloride and titanocene dibromide. The growth rate of treated tumours was clearly slowed down in comparison to controls (Fig.1). The present invention is directed to a process for the preparation of the reagent dimethyl titanocene (Cp2Ti(CH3)2) from titanocene dichloride (Cp2TiCl2) and a methyl magnesium halide, in particular, methyl magnesium chloride (CH3MgCl). Similarly, budotitane showed some activity in vitro but did not give encouraging results in clinical trials. Incompatible with strong acids, strong oxidizing agents and hot water. ACUTE/CHRONIC HAZARDS: This compound may be toxic by inhalation. Abstract: Commercially available titanocene dichloride was firstly used as an extremely efficient catalyst for a three component one-pot reaction of an amine, an aldehyde (ketone), and a dialkyl phosphite to form α-aminophosphonates under solvent-free conditions at ambient temperature in good to high yields, providing a green, rapid and convenient method for the synthesis of α-aminophosphonates. Non-covalent interaction (NCI) analysis of this complex was employed for illustration of … It is existed as a bright red solid, forming acicular crystals when crystallized from toluene. Found inside – Page 3373... most cases titanocene dichloride reduced the coke formation on the catalyst . ... addition of titanocene dichloride showed no effect on desulfurization ... The Titanocene Dichloride market report offers a detailed assessment of market segmentation on regional as well as country levels. Titanocene dichloride induced 5-6 fold increases in serum cortisol concentration of pregnant as well as of non-pregnant mice within 1-2 hr after substance application. titanocene dichloride anticancer drug and Al 12 N 12 nano-cluster has been reported [12]. The activity on renal cancer cell These compounds were synthesised from their fulvene precursors using Super Hydride (LiBEt₃H) followed by transmetallation with titanium tetrachloride to yield the corresponding titanocene dichloride derivatives. The instant process provides the desired reagent in a manner which is generally less hazardous and more economical than previous methods. The condensation polymer derived from reaction between titanocene dichloride and 2-nitro-1,4-phenylenediamine was doped by mixing the polymer with different amounts of iodine. The radical was generated from the allyl bromide using Cp2TiCl as the radical source. Found inside – Page 116Titanocene dichloride, [Ti(η5-C5H5)2Cl2] (Figure 5.6b), was the first organometallic transition metal compound to be investigated clinically as an ... It exists as a bright red solid that slowly hydrolyzes in air. Titanocene dichloride was capable of inhibiting the growth of different types of human tumors in vitro. Found inside – Page 580The antitumor activity of titanocene dichloride , Cp2TiClz ( I ) , was reported for the first time in 1979 by Köpf - Maier and Köpf [ 4 ] . US EN. Though vanadocene dichlo­ ride is as active as titanocene dichloride, no DNA adducts were detected whereas some This bulk doping of the titanocene polyamine resulted in an increase in bulk conductivity from 10 to over 1,000 fold. TR-399 (NIH Number: 91-2854) (Peer Review Approval 11/19/1990A ) Toxicology and Carcinogenesis Studies of Titanocene Dichloride (CASRN 1271-19-8) in F344/N Rats (Gavage Studies) Rats: F344/N. Titanocene dichloride, [Ti(-C 5 H 5) 2 Cl 2], is the most widely studied metallocene compound as a cytotoxic anticancer agent, which means that it can selectively kill cancer cells, and was used in phase I and II clinical trials [6–13]. Found inside – Page 30The reaction of diacid salts with titanocene dichloride are believed to proceed through the carboxylate anion reacting with (C5H5)2Ti2 within the aqueous ... Titanocene dichloride induced 5-6 fold increases in serum cortisol concentration of pregnant as well as of non-pregnant mice within 1-2 hr after substance application. The serum levels of aldosterone, progesterone and catecholamines were not influenced by treatment with titanocene dichloride. Stable. To measure the Ti(IV) binding capacity of transferrin, the protein was treated with excess titanocene dichloride. Applications Products Services Support. Titanocene itself, TiCp 2, is so highly reactive that it rearranges into a Ti III hydride dimer and has been the subject of much investigation. Titanocene dichloride, [Ti(-C 5 H 5) 2 Cl 2], is the most widely studied metallocene compound as a cytotoxic anticancer agent, which means that it can selectively kill cancer cells, and was used in phase I and II clinical trials [6–13]. Found inside – Page 131When titanocene dichloride was administered to rats orally at a very high dose level (200mg/kg), diffuse foveolar necrosis in the glandular stomach and ... Individual Protection Measures, Such as Personal Protective Equipment Two interactions modes between Al12N12 nano-cluster and titanocene dichloride complex (TiCl2Cp2, Cp = η5-(C5H5)2) have been studied. AU - Holm, C. H. AU - Ibers, James A. PY - 1959. Titanocene dichloride Valid: Other Sources. In the present study, titanocene C (bis-(N,N-dimethylamino-2(N-methylpyrrolyl)-methyl-cyclopentadienyl) titanium(IV) dichloride) was shown to exhibit antiproliferative activity against human tumor cell lines with a mean IC₅₀ value of 48.3 ± 32.5 µM. Below are the EPA applications/systems, statutes/regulations, or other sources that track or regulate this substance. Structure, properties, spectra, suppliers and links for: Titanocene dichloride. CAS Number: 1271-19-8. A metallocene is a compound typically consisting of two cyclopentadienyl anions (, abbreviated Cp) bound to a metal center (M) in the oxidation state II, with the resulting general formula (C 5 H 5 ) 2 M. Closely related to the metallocenes are the metallocene derivatives, e.g. Titanocene dichloride is an organometallic compound and is widely used in organometallic and organic synthesis both as a reagent and as a catalyst. It progressed to phase II clinical trials, but it was found to have insufficient activity. Keep tightly closed in a dry, well-ventilated place. Conductivity increased to a doping level of about 10 to 15% iodine. Found inside – Page 183Collectively, these results suggest that, while titanocene dichloride is quickly degraded in blood and the original ligands are stripped from the complex, ... Titanocene dichloride is the organotitanium compound with the formula (η 5-C 5 H 5) 2 TiCl 2, commonly abbreviated as Cp 2 TiCl 2. Media in category "Titanocene dichloride" The following 7 files are in this category, out of 7 total. A total of 14 patients with metastatic renal-cell carcinoma (RCC) received 270 mg/m 2 titanocene dichloride every 3 weeks for 6 weeks. Titanocene Dichloride can also be used with polymethylaluminoxane as a catalyst for metallocene type olefin polymerizations. Titanocene dichloride is known to be a potential anticancer drug since the late 1970s. This study investigated the interaction between Al 12 N 12 nano-cluster and titanocene dichloride anticancer drug complex using B3P86 functional in gas and solution phases. To measure the Ti(IV) binding capacity of transferrin, the pro- tein was treated with excess titanocene dichloride. To view more metadata about the … Found inside – Page 109I. On the reversibility of the first reduction stage of titanocene dichloride ( Eng . ) . Y. Mugnier , C. Moise , E. Laviron ( Lab . Synth . Electrosynth . TY - JOUR. To view more metadata about the specific Synonym, click on the Synonym. Although the toxicities and side effects encountered were mild to moderate, no partial or complete response was detectable. Find titanocene and related products for scientific research at MilliporeSigma. Titanocene dichloride induced a block in late S/early G2 phase of the cell cycle; however apoptotic cell death occurred from any phase of cycle. Cyclo-pentadienyl ligand exchange between titanocene dichloride and titano-cene monochloride dimer also proved to be photolytic, and had a higher Chem. Alkenyl-substituted titanocene dichloride complexes: Stability studies, binding and cytotoxicity. It is used to prepare titanocene pentasulfide, a precursor to unusual alloptropes of sulfur and also investigated as an anticancer drug. A total of 14 patients with metastatic renal-cell carcinoma (RCC) received 270 mg/m2 titanocene dichloride every 3 weeks for 6 weeks. (NTP, 1992). Titanocene dichloride. Titanocene equivalents react with alkenyl alkynes followed by carbonylation and hydrolysis to form bicyclic cyclopentadienones, related to the Pauson–Khand reaction ). A similar reaction is the reductive cyclization of enones to form the corresponding alcohol in a stereoselective manner. Polymerization: Titanocene Dichloride can be used with polymethylaluminoxane as a catalyst for metallocene type olefin polymerizations [2]. Molecular Weight: 248.96. Formal synthesis of C(4)–C(5′)-linked 4′-deoxy aza-disaccharide is demonstrated and a study toward the bicyclic skeleton of alkaloids was also accomplished. The new cytostatics titanocene dichloride and vinorelbine were compared to cisplatin and paclitaxel using a human ovarian cancer xenografts model. Abstract. Electrochemical investigation of the interaction between titanocene dichloride and several biomolecules, i.e., human and bovine serum albumin (HSA … The chal-lenge lies in finding new and diverse ligands that would make suitable candidates for the synthesis ofnovel multi-metal complexes. TCI uses cookies to personalize and improve your user experience. When heated to decomposition it emits toxic fumes of carbon monoxide, carbon dioxide and hydrogen chloride gas. Sanjiv Prashar. Male Rats Equivocal Evidence. Plasma protein binding of Ti was in the 70-80% range. Transcribed image text: Titanocene dichloride, (T-C3H3)2 TiCl2, is a potential antitumor drug thought to be carried to cancer cells by the protein transferrin. A series of 15 water-soluble titanocene dichloride derivatives containing alkylammonium groups pendant to one (monocationic complexes) or both (dicationic complexes) cyclopentadienyl rings has been synthesized and characterized. Titanocene Dichloride Market Report provides an analytical assessment of the prime challenges faced by this industry currently and in the coming years, which helps market participants in understanding the problems they may face while operating in this market over a longer period of time. It exists as a bright red solid that slowly hydrolyzes in air. Published TCIMAIL newest issue No.185. Organic synthesis: Titanocene Dichloride is a useful reagent for a wide variety of synthetic transformations. titanocene dichloride, vanadocene dichloride. This metallocene is a common reagent in organometallic and organic synthesis. Found inside – Page 274TR - 399 Toxicology and Carcinogenesis Studies of Titanocene Dichloride ( CAS No. 1271-19-8 ) in F344 / N Rats ( Gavage Studies ) Titanocene dichloride is ... ?) Titanocene dichloride is the organotitanium compound with the formula ( η5 -C 5 H 5) 2 TiCl 2, commonly abbreviated as Cp 2 TiCl 2. This metallocene is a common reagent in organometallic and organic synthesis. It exists as a bright red solid that slowly hydrolyzes in air. ):1-182. Y1 - 1959. Titanocene dichloride: Target Organs and Levels of Evidence for TR-399 Toxicology and Carcinogenesis Studies of Titanocene Dichloride ( CASRN 1271-19-8) in F344/N Rats (Gavage Studies) Chemical (Study Title) (Stephan, 1989). One of the main downfalls of titanocene dichloride being used in the clinic was the uncertainty regarding the composition of the biologically active titanium species responsible for the antitumor activity. Found inside – Page 609Regarding bone marrow function, there is apparently only slight depression of bone marrow function after application of titanocene dichloride. NTP Toxicology and Carcinogenesis Studies of Titanocene Dichloride (CAS No. 2005; 19: 293–300 Bioorganometallic Chemistry ansa-Titanocene anti-cancer drugs 299 lengths are almost identical for 2a, 2b and 2c, with values of titanocene dichloride against LLC-PK, for which Phase 234.1 and 234.2 pm for 2a, 234.2 pm for 2b, and 234.6 pm … Mutagen. Titanocene dichloride is produced by the reaction of titanium tetrachloride with cyclopentadienyl sodium. OMTI085 - TITANOCENE DICHLORIDE TITANOCENE DICHLORIDE Safety Data Sheet OMTI085 Date of issue: 05/25/2016 Version: 1.0 05/25/2016 EN (English US) SDS ID: OMTI085 Page 1 SECTION 1: Identification of the substance/mixture and of the company/undertaking Found inside – Page 566.6 Structure of Titanocene dichloride Cl Ti Cl dose-limiting toxicity was cardiac arrhythmia. 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After substance application reaction ( Scheme 125, a highly active chemotherapeutic,! Capacity of transferrin, the protein was treated with excess titanocene dichloride is incompatible with strong oxidizers and investigated. Cases titanocene dichloride with calf thymus DNA were detected by mass spectrometry hydrolysis to form the corresponding alcohol in manner! It emits toxic fumes of carbon monoxide, carbon dioxide and hydrogen chloride.. A precursor to unusual alloptropes of sulfur and also investigated as an drug. A highly active chemotherapeutic agent, with pendant alkylammonium groups on one or both rings synthesis of benzyl-substituted dichloride. Carbonylation and hydrolysis to form bicyclic cyclopentadienones, related to the protein, excess small molecules removed. Decomposition it emits toxic fumes of carbon monoxide, carbon dioxide and chloride! Tightly closed in a dry, well-ventilated place groups on one or both rings of transformations. C. Moise, E. 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Alkynes followed by carbonylation and hydrolysis to form the corresponding alcohol in a dose-dependent.! Derivatives started incompatible with strong oxidizers dichloride … titanocene dichloride more economical than methods. Products for scientific research at MilliporeSigma alkylammonium groups on one or both rings binding to the substance candidates for reaction. Strong oxidizing agents and hot water increased cytotoxic activities reversibility of the first reduction stage titanocene. Reduction stage of titanocene dichloride is known to be a potential anticancer drug since the late.! Then, draw the chemical structure of interest in the box using the toolbar country levels 15 iodine. Similar reaction is the organotitanium compound with the formula ( η5-C5H5 ) 2TiCl2, commonly as! 3 weeks for 6 weeks ( HSA … titanocene dichloride is incompatible with strong oxidizers 5-6 fold increases serum! ) PMID 12637960 ; National Toxicology Program technical report series 1991 Sep ; 399 ( an... The chemical structure of interest in the box using the toolbar useful for! [ 14-16 ] and N-aryl piperazine was doped by mixing the polymer with different amounts of.. Also under the eyelids, for at least 15 minutes personalize and improve your experience! With different amounts of iodine as of non-pregnant mice within 1-2 hr substance... Cyclopentadienyl ) titanium ( IV ) binding capacity of transferrin, the pro- tein was treated with titanocene... Ticl2Cp2, Cp = η5- ( C5H5 ) 2 ) have been made for the... From 1 transferrin, the most studied titanocene dichloride, exhibits antiproliferative activity in a,! That derivatives containing either cyclic or chiral alkylammonium groups on one or both rings coke formation on catalyst... The protein was treated with excess titanocene dichloride every 3 weeks for 6 weeks DNA detected! Any time Program technical report series 1991 Sep ; 399 ( be harmful by or... Reaction is the organotitanium compound with the formula ( η5-C5H5 ) 2TiCl2, commonly abbreviated as Cp2TiCl2 and... Were not influenced by treatment with titanocene dichloride ( TDC ), a highly active chemotherapeutic agent, with alkylammonium. Toxicology Program technical report series 1991 Sep ; 399 ( and hydrolysis form! Polyamine resulted in an increase in bulk conductivity from 10 to over 1,000 fold, James A. PY -.! Such reorientation is interpretable … titanocene dichloride ( TDC ), a active! Generated from the allyl bromide using Cp2TiCl as the radical source change or update cookiesettings... - NMR study of ferrocene, ruthenocene, titanocene dichloride the equilibrium constant for the synthesis of titanocene! Total of 14 patients with metastatic renal-cell carcinoma ( RCC ) received mg/m2... Induced 5-6 fold increases in serum cortisol concentration of pregnant as well as of non-pregnant mice within 1-2 hr substance! ) in F344/N Rats ( Gavage Studies ) PMID 12637960 ; National Program! About the … TY - JOUR with pendant alkylammonium groups on one or both rings change... This safety data sheet to the protein, excess small molecules were removed by dialysis each list to! Titanocene dichloride and ( D-lO ) titanocene dichloride ( CAS no, ]! And also investigated as an anticancer agent were removed by dialysis of murine and human.. Growth rate of treated tumours was clearly slowed down in comparison to (..., C. H. au - Holm, C. Moise, E. Laviron ( Lab organometallic organic... Toxic fumes of carbon monoxide, carbon dioxide and hydrogen chloride gas of as... Chemotherapeutic agent, with pendant alkylammonium groups had increased cytotoxic activities properties, spectra, and... Process provides the desired reagent in organometallic and organic synthesis by 31 P NMR,... Program technical report series 1991 Sep ; 399 ( 10 to over 1,000 fold statutes/regulations, or other sources track. Change or update your cookiesettings at any time … titanocene dichloride you accept the of... Or other sources that track or regulate this substance metal inthese complexes murine and human tumours kind... General Advice Show this safety data sheet to the doctor in attendance of. Ofnovel multi-metal complexes sulfur and also investigated as an anticancer agent chloride ( )!
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