Category: 4584-49-0

Maurya, Hardesh K. published the artcileStudies on substituted benzo[h]quinazolines, benzo[g]indazoles, pyrazoles, 2,6-diarylpyridines as anti-tubercular agents, Formula: C5H13Cl2N, the publication is Bioorganic & Medicinal Chemistry Letters (2013), 23(21), 5844-5849, database is CAplus and MEDLINE.

Various substituted 5,6-dihydro-8-methoxybenzo[h]quinazolin-2-amine, 1-(3-(4-alkoxyphenyl)-7-methoxy-3,3a,4,5-tetrahydro-2H-benzo[g]indazol-2-yl)ethanone, pyrazole and 2,6-diarylpyridine derivatives have been synthesized in good yields by an efficient methodol. The synthesized compounds were evaluated for their in vitro anti-tubercular activity against Mycobacterium tuberculosis H37Rv strain. Compounds I (R = piperidin-1-yl, NMe₂), II, and III (R¹ = Br, H) exhibited significant anti-tubercular activity at MIC values 50, 100, 50, 25 and 100 μM concentration In vitro cytotoxicity data using THP-1 cells indicated that most active compound III (R¹ = Br) is safe as its MIC value is much lower than the cytotoxic value.

Bioorganic & Medicinal Chemistry Letters published new progress about 4584-49-0. 4584-49-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Salt,Amine,Aliphatic hydrocarbon chain, name is 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, and the molecular formula is C5H13Cl2N, Formula: C5H13Cl2N.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Zawadowski, Teodor published the artcileSynthesis of the 2-[4-hydroxy-7-methyl-5-oxo-5H-furo[3,2-g][1]benzopyran-9-yloxy]acetic and -propionic acid derivatives with expected activity on the circulatory system, Safety of 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, the publication is Acta Poloniae Pharmaceutica (1989), 46(4), 305-12, database is CAplus and MEDLINE.

Etherification of 4,9-didemethylkhellin (I) with ClCH₂CO₂Et and MeCHClCO₂Et in Me₂CO containing K₂CO₃ gave the furobenzopyranyloxyacetic acid derivatives II (R = H, R² = OEt, R¹ = H, Me, resp.), subsequently hydrolyzed with H₂SO₄ to the corresponding II (R² = OH, III). II (R = H, R² = OR³; R¹ = H, Me, R³ = 2-(1-piperidinyl)ethyl and 2-(4-morpholinyl)ethyl; R¹ = Me, R³ = Me₂NCH₂CHMe) were prepared in the reaction of III with appropriate R³Cl.HCl in a MeOH-Me₂CHOH solution of NaOH. II (R = R¹ = H, R² = NH₂, 2-pyridylamino, IV) were prepared by direct etherification of I with the corresponding ClCH₂COR²; further reaction with MeI gave II (R = Me, R¹ = H, R² = 2-pyridylamino), and with 2-chloroacetylaminopyridine, the ethers V (R¹ = H, R⁴ = H₂NCO and 2-pyridylcarbamoyl). In a similar reaction, 4-demethylkhellin gave V (R¹ = R⁴ = H). IV was comparable with propranolol in antiarrhythmic activity and effect on heart bioelec. action with LD₅₀ as low as 250 mg/kg i.v.

Acta Poloniae Pharmaceutica published new progress about 4584-49-0. 4584-49-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Salt,Amine,Aliphatic hydrocarbon chain, name is 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, and the molecular formula is C6H8O6, Safety of 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Ahmad, Imran published the artcileSyntheses of lipophilic chalcones and their conformationally restricted analogues as antitubercular agents, Recommanded Product: 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, the publication is Bioorganic & Medicinal Chemistry Letters (2013), 23(5), 1322-1325, database is CAplus and MEDLINE.

Lipophilic chalcones and their conformationally restricted analogs were synthesized and evaluated for their antitubercular efficacy against Mycobacterium tuberculosis H37Rv strain. Compounds I, II, and III [R = CH₂CH₂-(piperidin-1-yl), CH₂CHMeCH₂NMe₂] were found to be active MIC at 60, 30, 3.5 and 7.5 μg-mL^-1. In vitro cytotoxicity of compounds I, II, III [R = CH₂CH₂-(piperidin-1-yl), CH₂CHMeCH₂NMe₂] and IV in non-cancerous human epithelial kidney cell line (HEK-293) showed that most active compound III [CH₂CH₂-(piperidin-1-yl)] was approx. 2.85 times selective towards tubercular vs. healthy cells whereas II was found to be 16 times selective.

Bioorganic & Medicinal Chemistry Letters published new progress about 4584-49-0. 4584-49-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Salt,Amine,Aliphatic hydrocarbon chain, name is 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, and the molecular formula is C5H13Cl2N, Recommanded Product: 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Sattin, Sara published the artcileActivation of Hsp90 Enzymatic Activity and Conformational Dynamics through Rationally Designed Allosteric Ligands, Category: chlorides-buliding-blocks, the publication is Chemistry – A European Journal (2015), 21(39), 13598-13608, database is CAplus and MEDLINE.

Hsp90 is a mol. chaperone of pivotal importance for multiple cell pathways. ATP-regulated internal dynamics are critical for its function and current pharmacol. approaches block the chaperone with ATP-competitive inhibitors. Herein, a general approach to perturb Hsp90 through design of new allosteric ligands aimed at modulating its functional dynamics is proposed. Based on the characterization of a first set of 2-phenylbenzofurans showing stimulatory effects on Hsp90 ATPase and conformational dynamics, new ligands were developed that activate Hsp90 by targeting an allosteric site, located 65 Å from the active site. Specifically, anal. of protein responses to first-generation activators was exploited to guide the design of novel derivatives with improved ability to stimulate ATP hydrolysis. The mols.’ effects on Hsp90 enzymic, conformational, co-chaperone and client-binding properties were characterized through biochem., biophys. and cellular approaches. These designed probes act as allosteric activators of the chaperone and affect the viability of cancer cell lines for which proper functioning of Hsp90 is necessary.

Chemistry – A European Journal published new progress about 4584-49-0. 4584-49-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Salt,Amine,Aliphatic hydrocarbon chain, name is 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, and the molecular formula is C5H13Cl2N, Category: chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Yoshihira, Kunitoshi published the artcileStereochemistry. XL. Rearrangement and trans-elimination contrary to the Chugaev reaction rule. 4. Thermal treatment on thionobenzoates, Application of 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, the publication is Yakugaku Zasshi (1969), 89(9), 1225-35, database is CAplus and MEDLINE.

Thermal treatment of xanthates bearing an anchimeric group causes rearrangement to dithiocarbonates or trans elimination depending on their conformation (contrary to the Chugaev reaction). Thiobenzoates, e.g. I, were similarly treated and the analogous conclusion was reached concerning results and mechanisms. The identification of 2-(dialkylamino)alkanethiols produced in this series was reexamined and Hansen’s report on the same problem was corrected with respect to isothiuronium salt formation and desulfurization by Raney Ni.

Yakugaku Zasshi published new progress about 4584-49-0. 4584-49-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Salt,Amine,Aliphatic hydrocarbon chain, name is 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, and the molecular formula is C11H11BFNO4, Application of 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Rao, B. Vittal published the artcileSynthesis and antifertility activity of 5-oxo-5H-benzofuro(6,5-c)[2]benzopyran and its basic ether derivatives, SDS of cas: 4584-49-0, the publication is Journal of the Indian Chemical Society (1980), 57(8), 837-40, database is CAplus.

Benzofurobenzopyranones I (R = H, aminoalkyl) were prepared from 2-BrC₆H₄CO₂H and benzenediols via 7-hydroxy-3,4-benzocoumarins and cyclization of the corresponding desyl ethers. I caused â‰?3.3% inhibition of fetal implantation at 10 mg/kg i.p. in rats.

Journal of the Indian Chemical Society published new progress about 4584-49-0. 4584-49-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Salt,Amine,Aliphatic hydrocarbon chain, name is 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, and the molecular formula is C5H13Cl2N, SDS of cas: 4584-49-0.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Rao, B. Vittal published the artcileSynthesis of 2,3-diphenyl-6-(p-substituted phenyl)-5H- and (or) -methyl-7H-oxofuro[3,2-g][1]benzopyrans as possible antifertility agents, HPLC of Formula: 4584-49-0, the publication is Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry (1980), 19B(3), 232-4, database is CAplus.

Synthesis and antiimplantation activity of benzopyrans I [R = Me₂NCH₂CHMe, 3-piperidinopropyl, 2-morpholinoethyl, 3-piperazinoethyl, 2-(1-pyrrolidinyl)ethyl, Me₂NCH₂CH₂; R¹ = H, Me] are reported. I (R = Me₂NCH₂CHMe; R¹ = Me) shows significant activity.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry published new progress about 4584-49-0. 4584-49-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Salt,Amine,Aliphatic hydrocarbon chain, name is 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, and the molecular formula is C5H13Cl2N, HPLC of Formula: 4584-49-0.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Hahn, Witold E. published the artcileDicarboxylic acid imides. VI. N-Aminoalkoxyphenyl derivatives of 4-cyclohexene-1,2-dicarboximide, Computed Properties of 4584-49-0, the publication is Acta Poloniae Pharmaceutica (1980), 37(4), 403-8, database is CAplus.

Eighteen imide derivatives (I; n = 2, 3; R = Me, Et, Me₂CH, 1-piperidinyl, 1-pyrrolidinyl) were prepared by reaction of Cl(CH₂)_nNR₂ with the corresponding phenolic compound (II) in Me₂CO in the presence of K₂CO₃. An alternative route of synthesis involved the reaction of II with Br(CH₂)_nBr and subsequent treatment of the thus formed III with R₂NH. Hypotensive and psychotropic activity of several I was claimed.

Acta Poloniae Pharmaceutica published new progress about 4584-49-0. 4584-49-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Salt,Amine,Aliphatic hydrocarbon chain, name is 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, and the molecular formula is C5H13Cl2N, Computed Properties of 4584-49-0.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Lamaty, G. published the artcileAcid hydrolysis of 2-haloethylamines. I. Determination of kinetic conditions. Evaluation of the participant of the nitrogen lone pair in the loss of the halogen, Product Details of C5H13Cl2N, the publication is Bulletin de la Societe Chimique de France (1974), 2143-8, database is CAplus.

The kinetics of hydrolysis of haloamines, XCH2CH2NHR2+X- (I; R = H, Me, Et; X = Br, Cl) at 90 and 100° follow a first order rate law. Initial variations in linearity for the curve log [I] = kexp.(sec-1) are due to the competitive hydrolysis of I and its conjugate base. The rate of hydrolysis of the conjugate base is suppressed by the addition of small amounts of HClO4.

Bulletin de la Societe Chimique de France published new progress about 4584-49-0. 4584-49-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Salt,Amine,Aliphatic hydrocarbon chain, name is 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, and the molecular formula is C5H13Cl2N, Product Details of C5H13Cl2N.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Shapiro, David published the artcileSome derivatives of amidone, Application of 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, the publication is Journal of Organic Chemistry (1949), 839-48, database is CAplus.

Because amidone (I) possesses biol. properties some ring-substituted I, its fluorene analog, 9-(2-dimethylaminopropyl)-9-propionylfluorene (II), and 4,5-diphenyl-4-(2-dimethylaminopropyl)-3-pentanone (III), have been synthesized. To crude PhCHBrCN (prepared by addition of 17 cc. Br to 35 g. PhCH₂CN at 105-10° within 0.5 hr.) in 150 cc. C₆H₆ is added within 20-30 min. 42 g. powd. AlCl₃ at 45-50°, the mixture heated 1 hr. at 60-5°, the C₆H₆ distilled off (up to 125° bath temperature), the residue decomposed with 800 cc. ice H₂O containing 20 cc. concentrated HCl, the mixture steam-distilled 20 min., and the reddish oil distilled, giving 74% Ph₂CHCN, b_0.2 121-5°, m. 75°. Ph(p-MeC₆H₄)CHCN (IV), prepared in a similar way in 65% yield, b₄ 164-70°, m. 61°; Ph(p-MeOC₆H₄CHCN (V) (32%), b₂ 155-65°; Ph(p-BrC₆H₄)CHCN (VI) (80%), b_0.8 172-6°, m. 82-3°; Ph(PhCH₂)CHCN (VII), b_0.6 158-70°, m. 58°, is prepared in 32% yield by adding 38 g. PhCH₂Cl to 40 g. PhCH₂CN in 150 cc. BuOH containing 7 g. dissolved Na, and refluxing the mixture 4 hrs. Me₂NH (65 g.), 65 g. MeCH(OH)CH₂Cl, and 90 g. PhMe, mixed at 5°, are heated 10 hrs. in an autoclave at 95-100°, the mixture filtered, the residue washed with 250 cc. PhMe, the combined PhMe solution added at 10-15° to 165 g. SOCl₂ in 400 cc. PhMe, and the mixture heated 6 hrs. at 100°, giving 83% MeCHClCH₂NMe₂.HCl, from which the free base (VIII) is liberated with K₂CO₃. Treating 4.4 g. NaNH₂ suspended in 75 cc. PhMe containing 12 g. VIII with 19 g. 9-cyanofluorene in 180 cc. PhMe at 45-50°, heating the mixture 1 hr. at 55-60°, refluxing 1.25 hrs., extracting with 15% HCl, and making the washed aqueous solution alk. give 76% of a mixture (IX), viscous pale yellow oil, b_0.3 168-70°, of RCH₂MeNMe₂ and RCHMeCH₂NMe₂ (R = 9-cyano-9-fluorenyl), also obtained when MeCH(NMe₂)CH₂Cl (X) is used in lieu of VIII (cf. Schultz and Sprague, C.A. 42, 4934i). V and VIII (or X), treated in the same way, give 44% of a mixture b_0.1 162-8°, of Ph(p-R’C₆H₄)C(CN)CH₂CHMeNMe₂ (XI) and Ph(p-R’C₆H₄ C(CN)CHMeCH₂NMe₂ (XII) (R’ = MeO). IV and VIII (or X) give 69% of a mixture, b_0.1 148-55°, of XI and XII (R’ = Me); VI and VIII (or X) give 74% of a mixture, b_0.05 162-70°, of XI and XII (R’ = Br); VII and VIII (or X) give a mixture (XIII), b_0.1 148-55°, of Ph(PhCH₂)C(CN) CH₂CHMeNMe₂ and Ph(PhCH₂)C(CN) CHMeCH₂NMe₂. The nitriles are treated directly with EtMgBr and the resulting ketimines hydrolyzed. IX (20 g.) in 100 cc. C₆H₆ is added to EtMgBr from 6.5 g. Mg and 26 cc. EtBr in 60 cc. boiling ether, the ether being simultaneously distilled off, the mixture refluxed 10 hrs., decomposed with ice-cold NH₄Cl, extracted with cold 25% H₂SO₄, the sq. solution washed with C₆H₆, 50 cc. H₂SO₄ added, and the mixture heated 1.5 hrs. at 100° and made alk., giving 65% II, b_0.6 152-8°, m. 66-8° (HCl salt, m. 262-4°). In the same way mixtures of R”CH₂CHMeNMe₂ (XIV) and R”CHMeCH₂NMe₂ (XV) [R” = Ph(p-R’C₆H₄)(EtCO)C] are prepared (R’, yield, b.p., m.p. of HCl salt (a) and picrate (b) in the order given); Me, 82%, b₂ 175-80°, a 202-4°, b 138-40°; MeO, 60%, b_0.1 160-3°, a 162-3°, b 178-9°; Br, 80%, b_0.1 175-80°, a 205-7°, b 153-4°. Treatment of XIII in the same way gives 75% of a mixture, b_0.2 174-8°, of XIV and XV [R” = Ph(PhCH₂)(EtCO)C][HCl salt, crystallizing with H₂O, m. 100-3°, (H₂O-free) m. 145-7°; picrate m. 164-6°, from which III [XIV, R” = Ph(PhCH₂)(EtCO)C], m. 67-8°, is obtained with NaOH]. MeCH:CHCOPh (42 g.) and 30 g. NHMe₂ in 60 g. PhMe mixed at 5-10°, then heated 18 hrs. at 60°, the solvent evaporated in vacuo, and the residue heated 2 hrs. at 70°, give 45 g. β-(dimethylamino)butyrophenone (XVI), decompose on purification (picrate, m. 122-3°). XVI with EtMgBr gives 1,1-diphenyl-3-dimethylamino-1-butanol (XVII), m. 120-2° (picrate m. 160-2°). XVII is not reduced in HClO₄ in the presence of Raney Ni or Pd. Heating XVII with KHSO₄ 1.5 hrs. at 150-60° gives 1,1-diphenyl-3-dimethylamino-1-butene, oil (picrate, m. 195-6°), which is hydrogenated in 6 hrs. with Ni at 20° and atm. pressure to the butane analog (picrate, m. 138-40°). XVI and PhCH₂MgBr give 28% 4,5-diphenyl-2-dimethylamino-4-pentanol (XVIII), m. 94-5° (picrate, m. 135-7°). Dehydration of XVIII with KHSO₄ and hydrogenation of the pentene give 4,5-diphenyl-2-(dimethylamino)pentane [picrate (XIX), m. 168-70°]. Heating 1 g. III with 0.8 g. NaOH and 5 cc. triethyleneglycol 4 hrs. at 220-5°, extracting the mixture with ether, and treating the ether extract with picric acid give XIX. The ultraviolet absorption curves of the ketones are given. II in doses of 0.5-5 mg./kg. shows a slight analgetic action; with 10 mg./kg. tono-clonic convulsions are observed in rabbits. The lethal dose is 62 mg./kg. II has also a spasmolytic effect of about the same order as papaverine-HCl.

Journal of Organic Chemistry published new progress about 4584-49-0. 4584-49-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Salt,Amine,Aliphatic hydrocarbon chain, name is 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, and the molecular formula is C4H6N2, Application of 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics