cas 5422-44-6, 1-METHYL-1H-TETRAZOL-5-AMINE

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Molecular structure of nitrogen-linked methyltetrazole-saccharinates
The molecular structures of nitrogen-linked 1- and 2-methyltetrazole- saccharinates, were investigated in the crystalline phase using X-ray crystallography and infrared and Raman spectroscopies, complemented by quantum chemical calculations performed at the DFT(B3LYP)/6-31++G(d,p) level of theory for the isolated molecules. In the neat crystalline solid (space group P1?, a = 6.9763 ?, b = 8.3097 ?, c = 10.0737 ?, α = 96.517°, β = 107.543°, γ = 99.989°; Z = 2), 1-methyltetrazole-saccharinate units assume the most stable configuration for the isolated molecule, (1H)-1-methytetrazole iminosaccharin tautomeric form (1MTIS), with the NC spacer linking the two heterocycles. On the other hand, neat crystalline 2-methyl derivative units (space group P1?, a = 7.8010 ?, b = 8.6724 ?, c = 9.4984 ?, α = 114.083°, β = 107.823°, γ = 93.080°; Z = 2) exist in the (2H)-2-methytetrazole aminosaccharin tautomeric form (2MTAS), with the two heterocycles connected by an NH spacer. In both crystals, the structure consists of a packing of dimeric units, the dimers formed via hydrogen bonding involving either the NH group of the saccharyl system (1MTIS) or the spacer amine group (2MTAS). In the former, the hydrogen bond is bifurcated and the NH group acts as a donor both towards a neighbor molecule and an N atom of the tetrazole ring, forming an intramolecular hydrogen bond. The observed difference in the crystallographic basic units of the two compounds reveals the prevalence of the H-bond networks in determining the structural preferences of the tetrazole-saccharinates in the solid state. Such structural flexibility appears also to be of potential interest in the design of new ligands based on the tetrazole-saccharinate framework. The relative strengths of the H-bonds in the crystals of the two compounds were evaluated through inspection of their vibrational spectra and empirical correlations between spectroscopic data and the H-bond enthalpies and distances.
Ismael, Amin,Paix?o, José António,Fausto, Rui,Cristiano, Maria Lurdes S.
p. 128 - 142
(2012)
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Energetic silver salts with 5-aminotetrazole ligands
Methylation of 5-amino-1H-tetrazole (1) gives 1-methyl-5-amino-1H-tetrazole (2) and 2-methyl-5-amino-1H-tetrazole (3). A new family of energetic silver complexes based on ligands 1, 2 and 3 with Perchlorate and nitrate anions (10-15) were synthesized and characterized by using IR, Raman, and NMR ( 1H, 13C, 14N, and 35Cl NMR) spectroscopy, elemental analysis, and mass spectrometry. The crystal structures of the compounds were determined where possible and reveal interesting structural details that are discussed herein. Additionally, differential scanning calorimetry was used to assess the thermal stability of the new salts, which showed excellent thermal stabilities at temperatures up to and above 225 °C. Standard tests were also used to assess the sensitivity of the materials towards impact and friction. All the silver complexes showed increased sensitivity values in comparison with analogous protonated 5-amino-1H- tetrazolium Perchlorate and nitrate salts. Some of these materials have sensitivity values that are comparable to commonly used primary explosives and allof them either deflagrate (12-14) or detonate loudly (10 and 11) on contact with an open flame. Lastly, nitrate salt 11 is easily initiated by thermal shock. It shows reasonably low sensitivity in comparison with other silver salts (e.g., silver azide or silver fulminate), which makes handling it much less hazardous. Compound 11 also has good thermal stability, decomposing at ≈300 °C, and shows interesting properties as a more environmentally benign alternative to lead(II) diazide in initiation devices for civil and military applications.
Karaghiosoff, Konstantin,Klapoetke, Thomas M.,Sabate, Caries Miro
p. 1164 - 1176
(2009)
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Electron transfer in a trinuclear oxo-centred mixed-valence iron complex, in solid and solution states
Complexes [FeIII2MIIOL3] (M = Fe, Co, Ni, Cu; 2, 3, 4, 5) have been synthesised in which L2- is a pentadentate ligand designed to coordinate all three metal atoms in the central cluster and to inhibit dissociation and solvent exchange processes. Crystal structures for 2, 4 and 5 show threefold symmetry, attributed to rotational disorder. Magnetisation data for 2 indicate strong superexchange between basis oxidation states Fe(3+, 3+, 2+). Comparisons of IR spectra across the series of complexes confirm the non-threefold symmetry of the mixed-valence cluster on the vibrational time scale, both in the solid state and in solution. Proton NMR spectra in solution at room temperature do not distinguish the three iron sites, suggesting that pseudo-rotation by thermal electron transfer also operates. Cyclic voltammetry and spectroelectrochemical measurements show that the mixed-valence iron complex 2 can be oxidised reversibly to give the tri-iron(III) complex [Fe3OL3]+ and reduced reversibly and quasireversibly to give respectively [Fe3OL3]- and tri-iron(II) [Fe3OL3]2-, E0 = 85,-635, -1230 mV (versus Fc+/0) in dichloromethane (T = 298 K, 0.1 M [n-Bu4N][PF6]). Moessbauer spectra of 2 indicate significant valence delocalisation even at low temperature (4.2 K) with estimated valences Fe(2.9+, 2.9+, 2.2+) in the solid state. At higher temperatures no lifetime broadening is observed but additional Moessbauer absorptions are consistent with increasing proportions of trimer molecules with greater delocalisation, i.e. Fe(2.75+, 2.75+, 2.5+). In frozen solution (THF) the spectra indicate increasing proportions of molecules fully valence-delocalised on the Moessbauer time scale. The data are accounted for with a model which places the complex at the Robin-Day class III/II borderline. It combines strong superexchange with significant double exchange even at the lowest temperatures, while at higher temperatures in solution complete valence delocalisation occurs through intramolecular electron transfer at rates intermediate between the IR and NMR time scales.
Stadler,Daub,Koehler,Saalfrank,Coropceanu,Schuenemann,Ober,Trautwein,Parker,Poyraz,Inomata,Cannon
p. 3373 - 3383
(2001)
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Butler et al.
p. 378
(1970)
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In vitro assessment of antimicrobial, antioxidant, and cytotoxic properties of saccharin–tetrazolyl and –thiadiazolyl derivatives: The simple dependence of the ph value on antimicrobial activity
The antimicrobial, antioxidant, and cytotoxic activities of a series of saccharin–tetrazolyl and –thiadiazolyl analogs were examined. The assessment of the antimicrobial properties of the referred-to molecules was completed through an evaluation of minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) values against Gram-positive and Gram-negative bacteria and yeasts. Scrutiny of the MIC and MBC values of the compounds at pH 4.0, 7.0, and 9.0 against four Gram-positive strains revealed high values for both the MIC and MBC at pH 4.0 (ranging from 0.98 to 125 μg/mL) and moderate values at pH 7.0 and 9.0, exposing strong antimicrobial activities in an acidic medium. An antioxidant activity analysis of the molecules was performed by using the DPPH (2,2-diphenyl-1-picrylhydrazyl) method, which showed high activity for the TSMT (N-(1-methyl-2H-tetrazol-5-yl)-N-(1,1-dioxo-1,2-benzisothiazol-3-yl) amine, 7) derivative (90.29% compared to a butylated hydroxytoluene positive control of 61.96%). Besides, the general toxicity of the saccharin analogs was evaluated in an Artemia salina model, which displayed insignificant toxicity values. In turn, upon an assessment of cell viability, all of the compounds were found to be nontoxic in range concentrations of 0–100 μg/mL in H7PX glioma cells. The tested molecules have inspiring antimicrobial and antioxidant properties that represent potential core structures in the design of new drugs for the treatment of infectious diseases.
Frija, Luís M. T.,Ntungwe, Epole,Sitarek, Przemys?aw,Andrade, Joana M.,Toma, Monika,?liwiński, Tomasz,Cabral, Lília,Cristiano, M. Lurdes S.,Rijo, Patrícia,Pombeiro, Armando J. L.
(2019)
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Alkali salts of 1-methyl-5-nitriminotetrazole - Structures and properties
Alkali salts of 1-methyl-5-nitriminotetrazole (1, 1-MeAtHNO2) are common intermediates in the synthesis of alkylated nitriminotetrazoles and their derivatives and can be used as brilliant coloring agents in modern pyrotechnics, due to their cations in combination with the high nitrogen contents. The structures of the crystalline state of A+ 1-MeAtNO 2-·x H2O (A = Li+, x = 1 (2), A = Na+ (3), A = K+ (4), A = Rb+ (5) and A = Cs+ (6), all x = 0) were determined using low temperature single crystal X-ray diffraction. In addition, the compounds were characterized using vibrational (IR and Raman) and multinuclear NMR spectroscopy (1H, 7Li, 13C, 14N, 15N), elemental analysis and differential scanning calorimetry (DSC). Since tetrazoles are known to be promising energetic materials, the heats of formation were calculated using experimentally determined heats of combustion obtained by bomb calorimetry. The sensitivities of all compounds were tested using the BAM drophammer and friction tester showing them to have no sensitivity neither against friction (1, a = 3.5152(3), b = 12.3308(9), c = 7.3381(5) A?, β = 92.068(7)°, V = 317.86(4) A?3, Z = 2, δ = 1.756 g cm-3; 3: monoclinic, P21/n, a = 3.6071 (2), b = 8.3254(5), c = 18.955(1) A?, β = 91.365(6)°, V = 569.07(6) A?3, Z = 4, δ = 1.939 g cm-3; 4: monoclinic, P21/c, a = 3.6310(1), b = 8.6487(2), c = 19.8598(5) A?, β = 94.945(2)°, V = 621.34(3) A?3, Z = 4, δ = 1.948 g cm-3; 5: monoclinic, P21/n, a = 8.7948(2), b = 10.1640(2), c = 15.0571(3) A?, β = 92.470(2)°, V = 1344.71(5) A?3, Z = 8, δ = 2.258 g cm-3; 6: monoclinic, P21/n, a = 6.3539(1), b = 13.4762(3), c = 8.2876(2) A?, β = 99.245(2)°, V = 700.42(3) A?3, Z = 4, δ = 2.618 g cm-3.
Klap?tke, Thomas M.,Radies, Hendrik,Stierstorfer, J?rg
p. 1343 - 1352
(2007)
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Synthesis and antileishmanial activity of 1,2,4,5-tetraoxanes against leishmania donovani
A chemically diverse range of novel tetraoxanes was synthesized and evaluated in vitro against intramacrophage amastigote forms of Leishmania donovani. All 15 tested tetraoxanes displayed activity, with IC50 values ranging from 2 to 45 μm. The most active tetraoxane, compound LC140, exhibited an IC50 value of 2.52 ± 0.65 μm on L. donovani intramacrophage amastigotes, with a selectivity index of 13.5. This compound reduced the liver parasite burden of L. donovani-infected mice by 37% after an intraperitoneal treatment at 10 mg/kg/day for five consecutive days, whereas miltefosine, an antileishmanial drug in use, reduced it by 66%. These results provide a relevant basis for the development of further tetraoxanes as effective, safe, and cheap drugs against leishmaniasis.
Cabral, Lília I.L.,Pomel, Sébastien,Cojean, Sandrine,Amado, Patrícia S.M.,Loiseau, Philippe M.,Cristiano, Maria L.S.
supporting information

(2020/02/11)

Solvent-free oxidation of benzyl alcohols catalysed by a tetrazole-saccharinate Zn(II) complex under microwave radiation: The role of the ligand and the reaction mechanism
Herein we present an efficient methodology for the microwave-assisted peroxidative oxidation of benzyl alcohols to the corresponding aldehydes by using a novel and stable tetrazole-saccharinate zinc(II) catalyst, along with some insights into the reaction mechanism. This methodology is distinguished by the use of easily available and cheap reagents on the genesis of the zinc catalyst, mild reaction conditions, very short reaction periods (5–20 min) and no need to add an organic solvent. Furthermore, the use of TBHP (70percent. aq.) as oxidizing agent turn this protocol a convenient one for benzyl alcohol oxidation in yields up to 98percent.
Cristiano, M. Lurdes S.,Fernandes, André L.,Frija, Luís M. T.,Pombeiro, Armando J. L.
(2020/07/27)

NEW ENDOPEROXIDE COMPOUNDS, PROCESS FOR OBTAINING THEM AND USES THEREOF FOR CONTROL OF PERKINSIOSIS IN BIVALVES
The present invention relates to new endoperoxide compounds and compositions, and to a process for producing them for prophylaxis and control of perkinsiosis in bivalves. Endoperoxide compounds with biological activity against Perkinsus olseni include 13
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Page/Page column 22-23

(2020/12/11)

2-Methyl-substituted monotetrazoles in copper(ii) perchlorate complexes: manipulating coordination chemistry and derived energetic properties
A proposed correlation between coordination chemistry and deduced energetic properties (thermal behaviour, and sensitivities towards mechanical and optical stimuli) of copper(ii) complexes is investigated. Starting from a system comprising Cu(ClO4)2 and either of the ligands 2-methyl-5-aminotetrazole (1, 2-MAT) or 2-methyl-5H-tetrazole (2, 2-MTZ), typically altered parameters like the metal(ii) centre, ligand, or counterion were predefined. Instead, solely slight changes in ligand concentration and the solvent system were implemented in order to provide an insight into structure-property relationships of energetic coordination compounds (ECC) of this type. As a result, five highly energetic complexes [Cu(H2O)2(2-MAT)4](ClO4)2·H2O (3), [Cu(H2O)2(2-MAT)4](ClO4)2 (4), [Cu(H2O)2(2-MAT)4](ClO4)2·2 2-MAT (5), [Cu(ClO4)2(H2O)2(2-MAT)2] (6), and [Cu(H2O)2(2-MTZ)4](ClO4)2 (7) were synthesized and, except for 5, elaborately characterized. Besides structural elucidation via X-ray diffraction, NIR-spectroscopy, differential thermal analysis (DTA), standard sensitivity measurements (impact, friction, and electrostatic discharge), UV/vis-spectroscopy, and optical initiation experiments were conducted to deduce a precise relationship between coordination chemistry and the consequential energetic characteristics of these complexes.
Zeisel, Lukas,Szimhardt, Norbert,Wurzenberger, Maximilian H. H.,Klap?tke, Thomas M.,Stierstorfer, J?rg
supporting information
p. 609 - 616
(2019/01/10)

Substituent-dependent coordination modes of 1-methyl-5-R-tetrazoles in their cupric chloride complexes
A series of cupric chloride complexes with 1-methyl-5-R-tetrazole ligands, where R = NH2, t-Bu, Ph, MeS, CH[dbnd]CH2, MeSO2, were synthesized by interaction of CuCl2·2H2O with the above ligands LNH2, LtBu, LPh, LMeS, LVin, and LMeSO2, respectively. The obtained complexes [Cu(LNH2)3Cl2]·H2O (1), [Cu(LtBu)2Cl2] (2), [Cu(LPh)2Cl2] (3), [Cu(LMeS)2Cl2] (4), [Cu(LVin)Cl2]n (5), and [Cu(LMeSO2)(H2O)Cl2]n (6) were characterized by single crystal X-ray analysis. The effect of C5-substituent on coordination modes of tetrazole ligands and structural motifs of complexes was observed. Complexes 1–4 are mononuclear, with the tetrazole ring N4 coordination. Complex 5 presents 1D coordination polymer, formed at the expense of triple bridge between two neighboring copper(II) cations (double chlorido bridge and the tetrazole ring N3,N4-bridge). In 6, being also 1D coordination polymer, coordination chains are composed of alternating Cu(LMeSO2)2 and Cu(H2O)2 fragments linked by double chlorido bridges. Ligand LMeSO2 shows N3 coordination, being rare among 1,5-disubstituted tetrazoles. The influence of the nature of C5 substituents on coordination features of the obtained complexes is discussed by using quantum-chemical calculations of the electronic structure and basicity of the ligands.
Voitekhovich, Sergei V.,Lyakhov, Alexander S.,Matulis, Vadim E.,Ivashkevich, Ludmila S.,Ivashkevich, Oleg A.
p. 100 - 110
(2019/02/19)

Preparation and characterization of bis(guanidinium) and bis(aminotetrazolium)dodecahydroborate salts: Green high energy nitrogen and boron rich compounds
This paper describes the syntheses, crystallization, characterization and energetic properties (calorimetry) of closo-dodecahydroborate salts with guanidinium and aminotetrazolium based cations. The salts were readily produced in good yields by metathesis (ion exchange) reactions depending on the water solubility of the dodecahydroborate salts. Water insoluble salts can be synthesized from the potassium or sodium salts by a simple metathesis reaction with the corresponding halide of the desired organic cation. Water soluble salts can be prepared via two consecutive metathesis reactions: the halide is first converted to the corresponding sulfate, which is reacted in turn with barium dodecahydroborate, yielding the water soluble organic closo(B12H12)2? salt and the insoluble BaSO4. The product salt is conveniently isolated by water evaporation. The aminotetrazolium salt 12d gives nice crystals when recrystallized from DMF and NMP but incorporate solvent. Guanidinium salt 15a recrystallizes from nicely from water as a monohydrate. Thermogravimetric analyses established the thermal stabilities of these compounds. The enthalpies of combustion of representative salts were determined using a constant volume bomb calorimetry. The data shows that these salts possess relatively high heats of combustion (ΔUc, ca. 35 kJ·g?1), and have the potential to serve as green high-energy materials.
Sharon, Pessia,Afri, Michal,Mitlin, Sergey,Gottlieb, Levi,Schmerling, Bruria,Grinstein, Dan,Welner, Shmuel,Frimer, Aryeh A.
p. 71 - 89
(2018/10/20)

Copper(II) and cobalt(II) tetrazole-saccharinate complexes as effective catalysts for oxidation of secondary alcohols
Mononuclear Cu(II) and Co(II) complexes comprising 2-methyltetrazole-saccharinate bidentate N,N-chelating ligand have been synthesized for the first time and tested as homogeneous catalysts for oxidation of secondary alcohols in a solvent-free and microwave assisted protocol using aqueous tert-butyl hydroperoxide (TBHP) as oxidant. The developed catalytic system exhibits broad functional group compatibility, allowing efficient and selective conversion of a variety of secondary alcohols, including allylic ones, into the corresponding ketones. With typical 0.2 mol% content of the catalyst and under 20–50 W microwave irradiation, most reactions are complete within 10 min, presenting TONs up to 5.5 × 102 and TOFs up to 1.1 × 104 h?1. No additives and co-oxidants have been used, while TEMPO (2,2,6,6-tetramethyl-1-piperidinyloxyl) acts as inhibitor in most cases. A plausible reaction mechanism involving the new catalytic systems is outlined.
Frija, Luís M.T.,Alegria, Elisabete C.B.A.,Sutradhar, Manas,Cristiano, M. Lurdes S.,Ismael, Amin,Kopylovich, Maximilian N.,Pombeiro, Armando J.L.
p. 283 - 290
(2016/11/04)

An Environmentally Friendly Method for N-Methylation of 5-Substituted 1H-Tetrazoles with a Green Methylating Reagent: Dimethyl Carbonate
An environmentally friendly method was established for the N-methylation of the 5-substituted 1H-tetrazoles with a green reagent: DMC. DABCO was the optimal catalyst, and hazardous chemicals were avoided in this protocol. A plausible catalytic mechanism is proposed, which consists of a DABCO-activated process and a thermally induced rearrangement of tetrazole carbamates.
Xie, Aming,Zhang, Qiang,Liu, Yangyang,Feng, Liandong,Hu, Xinyu,Dong, Wei
p. 1483 - 1487
(2015/10/06)

Energetic N-trinitroethyl-substituted mono-, Di-, and triaminotetrazoles
A series of dense energetic N-trinitroethyl-substituted mono-, bis-, and tri-5-aminotetrazoles were obtained by reacting primary amines with in situ generated cyanogen azide, followed by the trinitroethyl functionalization that involves a condensation of a hydroxymethyl intermediate (prepared by a reaction with formaldehyde) with trinitromethane. These compounds were fully characterized by using multinuclear NMR spectroscopy, IR, elemental analysis, differential scanning calorimetry (DSC), and, in one case with 9, with single-crystal XRD analysis. The heats of formation for all compounds were calculated with Gaussian 03 and then combined with experimental densities to determine the detonation pressures (P) and velocities (Dv) of the energetic materials. Interestingly, most of them exhibited high density, good thermal stability, acceptable oxygen balance, positive heat of formation, low impact sensitivity, and excellent detonation properties, which highlighted their practical application potentials as a fascinating class of highly energetic materials.
Zhang, Qinghua,Zhang, Jiaheng,Parrish, Damon A.,Shreeve, Jean'Ne M.
p. 11000 - 11006
(2013/09/02)

Neutral 5-nitrotetrazoles: Easy initiation with low pollution
5-Nitro-2H-tetrazole (1), 1-methyl-5-nitrotetrazole (2) and 2-methyl-5-nitrotetrazole (3) were synthesized starting from the corresponding 5-amino-substituted tetrazoles in good yields and purities. The compounds were fully characterized by analytical and spectroscopic methods and their solid state structures were determined by low temperature X-ray diffraction techniques. Due to the potential of tetrazoles as energetic materials an extensive computational study (CBS-4M) was performed in order to estimate the energies of formation (ΔfU°) of the molecules, which are highly endothermic (1, 2527 kJ kg-1; 2, 2253 kJ kg-1 and 3, 2006 kJ kg-1). The EXPLO5 software was used to calculated the corresponding detonation velocities (Ddet) and detonation pressures (pdet) (1, Ddet = 9457 m s-1 and p det = 390 kbar; 2, Ddet = 8085 m s-1 and p det = 257 kbar and 3, Ddet = 8109 m s-1 and pdet = 262 kbar) by combining the ΔfU° values of the materials with the (X-ray calculated) densities and molecular formulas, giving performances comparable to commonly used secondary explosives (e.g., RDX). Lastly, all three neutral compounds can be easily initiated by impact (2 J) and with high detonation velocities and excellent combined oxygen and nitrogen contents offer a more powerful and environmentally friendly alternative to commonly used primary explosives in initiating devices. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.
Klapoetke, Thomas M.,Sabate, Carles Miro,Stierstorfer, Joerg
scheme or table
p. 136 - 147
(2009/03/12)

1-Substituted 5-aminotetrazoles: Syntheses from CNN3 with primary amines
(Chemical Equation Presented) 1-Substituted 5-aminotetrazoles were prepared in situ by an excellent reaction of cyanogen azide and primary amines to generate an imidoyl azide as an intermediate in acetonitrile/water. After cyclization, the intermediate ga
Joo, Young-Hyuk,Shreeve, Jean'ne M.
supporting information; experimental part
p. 4665 - 4667
(2009/05/13)

HETEROCYCLIC DERIVATIVES AS CETP INHIBITORS
The present invention provides a compound of formula (I), said compound is an inhibitor of CETP, and thus can be employed for the treatment of a disorder or disease mediated by CETP or responsive to the inhibition of CETP.
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Page/Page column 45

(2008/12/05)

ORGANIC COMPOUNDS
The present invention provides a compound of formula (I), said compound is an inhibitor of CETP, and thus can be employed for the treatment of a disorder or disease mediated by CETP or responsive to the inhibition of CETP.
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Page/Page column 44

(2008/12/05)

PYRIDINYL AMINE DERIVATIVES AS INHIBITORS OF CHOLESTERYL ESTER TRANSFER PROTEIN (CETP)
The present invention relates to a compound of formula (I) or a pharmaceutically acceptable salt thereof, wherein the variables are as defined, useful as inhibitors of chlosteryl ester transfer protein.
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Page/Page column 100-101

(2008/06/13)

Dibenzyl Amine Compounds and Derivatives
Dibenzyl amine compounds and derivatives, pharmaceutical compositions containing such compounds and the use of such compounds to elevate certain plasma lipid levels, including high density lipoprotein-cholesterol and to lower certain other plasma lipid le
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Page/Page column 118

(2010/11/28)

Dibenzyl Amine Compounds and Derivatives
Dibenzyl amine compounds and derivatives, pharmaceutical compositions containing such compounds and the use of such compounds to elevate certain plasma lipid levels, including high density lipoprotein-cholesterol and to lower certain other plasma lipid levels, such as LDL-cholesterol and triglycerides and accordingly to treat diseases which are exacerbated by low levels of HDL cholesterol and/or high levels of LDL-cholesterol and triglycerides, such as atherosclerosis and cardiovascular diseases in some mammals, including humans.
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Page/Page column 100

(2010/11/28)

BICYCLIC DERIVATIVES AS CETP INHIBITORS
The present invention relates to novel compounds of formula (I): or a pharmaceutical composition thereof, with all the variables being defined in the text. The present invention further relates to the use of the compounds herein for treatment of or delay
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Page/Page column 82-83

(2008/06/13)

9H-Xanthene-9-carboxylic acid [1,2,4]oxadiazol-3-yl- and (2H-tetrazol-5-yl)-amides as potent, orally available mGlu1 receptor enhancers
Small molecule mGluR1 enhancers based on the lead compound (9H-xanthene-9-carbonyl)-carbamic acid butyl ester derived from random-screening hit diphenylacetyl-carbamic acid ethyl ester were designed and synthesized as useful pharmacological tools for the study of the physiological roles mediated by mGlu1 receptors. The synthesis and the structure-activity relationship of this new class of positive allosteric modulators of mGlu1 receptors will be discussed in detail.
Vieira, Eric,Huwyler, Joerg,Jolidon, Synese,Knoflach, Frederic,Mutel, Vincent,Wichmann, Juergen
p. 4628 - 4631
(2007/10/03)

Smiles rearrangement of 2-(1-methyl-1H-tetrazol-5-ylthio)acetamides and their sulfonyl derivatives
The Smiles rearrangement of 2-(1-methyl-1H-tetrazol-5-ylthio)acetamides and their sulfonyl derivatives occurred under basic conditions to yield 5-amino-1-methyl-1H-tetrazole derivatives in excellent yields.
Ishii,Hatanaka,Ueda
p. 3331 - 3334
(2007/10/02)

Positional Selectivity of the Methylation of 5-Substituted Tetrazolate Anions
The methylation of a series of 15 sodium 5-substituted tetrazolates using iodomethane in acetone/water (4:1) has been studied.The reaction yields both 1- and 2-methyl products, and the ratio of these products is discussed in terms of the nature of the 5-substituent.Electronic and steric effects dominate the reaction pathway; both increased substituent electronegativity and steric bulk lead to predominant methylation at N 2.Sodium 5-ethoxycarbonyltetrazolate (3n) goes against this trend and an intermediate is proposed where the incoming electrophile is associated with the ester carbonyl group.
Spear, Robert J.
p. 2453 - 2468
(2007/10/02)

Chemical Properties

Melting Point: 0ºC
Boiling Point: 282.9 °C at 760 mmHg
Flash Point:124.9 °C
Density: 1.75 g/cm³
Storage Temp.:Keep in dark place,Inert atmosphere,Room temperature
Vapor Pressure: 0.00327mmHg at 25°C
Refractive Index: 1.794
PKA: 2.00±0.10(Predicted)
PSA: 69.62000
LogP: -0.62650

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HANGZHOU YUNUO CHEMICAL CO.,LTD
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5422-44-6

Articles about 5422-44-6Total 25 be found

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Chemical Properties

Melting Point: 0ºC

Boiling Point: 282.9 °C at 760 mmHg

Flash Point:124.9 °C

Density: 1.75 g/cm³

Storage Temp.:Keep in dark place,Inert atmosphere,Room temperature

Vapor Pressure: 0.00327mmHg at 25°C

Refractive Index: 1.794

PKA: 2.00±0.10(Predicted)

PSA: 69.62000

LogP: -0.62650

Global suppliers and manufacturers of 5422-44-6total 77 suppliers on LookChem

Article Database

5422-44-6

Articles about 5422-44-6Total 25 be found

More Articles about upstream products of 5422-44-6

More Articles about downstream products of 5422-44-6

Chemical Properties

Melting Point: 0ºC

Boiling Point: 282.9 °C at 760 mmHg

Flash Point:124.9 °C

Density: 1.75 g/cm3

Storage Temp.:Keep in dark place,Inert atmosphere,Room temperature

Vapor Pressure: 0.00327mmHg at 25°C

Refractive Index: 1.794

PKA: 2.00±0.10(Predicted)

PSA: 69.62000

LogP: -0.62650

Global suppliers and manufacturers of 5422-44-6total 77 suppliers on LookChem

Density: 1.75 g/cm³