1912-45-4 | - Indole Building Blocks

Marasek-Ciolakowska, Agnieszka et al. published their research in International Journal of Molecular Sciences in 2020 | CAS: 1912-45-4

2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. Indole plays a fundamental role for QS in E. coli, being one of the signal molecules responsible for the transcription of a variety of genes (gabT, and tnaB ASTD). Quality Control of 2-(5-Chloro-1H-indol-3-yl)acetic acid

Formation of the secondary abscission zone induced by the interaction of methyl jasmonate and auxin in Bryophyllum calycinum: relevance to auxin status and histology was written by Marasek-Ciolakowska, Agnieszka;Saniewski, Marian;Dziurka, Michal;Kowalska, Urszula;Goraj-Koniarska, Justyna;Ueda, Junichi;Miyamoto, Kensuke. And the article was included in International Journal of Molecular Sciences in 2020.Quality Control of 2-(5-Chloro-1H-indol-3-yl)acetic acid This article mentions the following:

The interaction of Me jasmonate (JA-Me) and indole-3-acetic acid (IAA) to induce the formation of the secondary abscission zone in the middle of internode segments of Bryophyllum calycinum was investigated in relation to auxin status and histol. When IAA at 0.1% (weight/weight, in lanolin) was applied to the segments, the formation of the secondary abscission zone at a few mm above the treatment in the apical direction was observed On the contrary, IAA at 0.5% (weight/weight, in lanolin) did not induce the formation of the secondary abscission zone. JA-Me at 0.5% (weight/weight, in lanolin) applied to the middle of internode segments kept in the normal (natural) or inverted positions also induced the formation of the secondary abscission zone below and above parts of the treatment. Comprehensive analyses of plant hormones revealed that the balance of the endogenous levels of IAA in both sides adjacent to the abscission zone was significantly disturbed when the secondary abscission formation was induced by the application of IAA. These results strongly suggest that an auxin gradient is important in the formation of the secondary abscission zone in the internode segments of B. calycinum, and IAA gradient results from polar IAA transport from the application site. Further possible mechanisms of the formation of the secondary abscission zone in the internode segments of B. calycinum are also discussed in the interaction of JA-Me and IAA. In the experiment, the researchers used many compounds, for example, 2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4Quality Control of 2-(5-Chloro-1H-indol-3-yl)acetic acid).

Referemce:
Indole alkaloid derivatives as building blocks of natural products from鑱紹acillus thuringiensis鑱絘nd鑱紹acillus velezensis鑱絘nd their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Marasek-Ciolakowska, Agnieszka et al. published their research in International Journal of Molecular Sciences in 2020 | CAS: 1912-45-4

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Niemeyer, Zachary L. et al. published their research in Journal of the American Chemical Society in 2017 | CAS: 1912-45-4

2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Formula: C10H8ClNO2

Parameterization of Acyclic Diaminocarbene Ligands Applied to a Gold(I)-Catalyzed Enantioselective Tandem Rearrangement/Cyclization was written by Niemeyer, Zachary L.;Pindi, Suresh;Khrakovsky, Dimitri A.;Kuzniewski, Christian N.;Hong, Cynthia M.;Joyce, Leo A.;Sigman, Matthew S.;Toste, F. Dean. And the article was included in Journal of the American Chemical Society in 2017.Formula: C10H8ClNO2 This article mentions the following:

Computed descriptors for acyclic diaminocarbene ligands are developed in the context of a gold catalyzed enantioselective tandem [3,3]-sigmatropic rearrangement-[2+2]-cyclization. Surrogate structures enable the rapid identification of parameters that reveal mechanistic characteristics. The observed selectivity trends are validated in a robust multivariate anal. facilitating the development of a highly enantioselective process. In the experiment, the researchers used many compounds, for example, 2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4Formula: C10H8ClNO2).

2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Formula: C10H8ClNO2

Referemce:
Indole alkaloid derivatives as building blocks of natural products from聽Bacillus thuringiensis聽and聽Bacillus velezensis聽and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Engvild, Kjeld C. et al. published their research in Physiologia Plantarum in 1978 | CAS: 1912-45-4

2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4) belongs to indole derivatives. The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Name: 2-(5-Chloro-1H-indol-3-yl)acetic acid

Substituted indoleacetic acids tested in tissue cultures was written by Engvild, Kjeld C.. And the article was included in Physiologia Plantarum in 1978.Name: 2-(5-Chloro-1H-indol-3-yl)acetic acid This article mentions the following:

Monochloro substituted indole-3-acetic acids inhibited shoot induction in tobacco tissue cultures about as much as IAA. Dichloro substituted indole-3-acetic acids inhibited shoot formation less. Other substituted indoleacetic acids except 5-fluoro- and 5-bromoindole-3-acetic acid were less active than IAA. Callus growth was quite variable and not correlated with auxin strength measured in the Avena coleoptile test. In the experiment, the researchers used many compounds, for example, 2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4Name: 2-(5-Chloro-1H-indol-3-yl)acetic acid).

Nigovic, Biljana et al. published their research in Acta Crystallographica, Section B: Structural Science in 1996 | CAS: 1912-45-4

2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4) belongs to indole derivatives. The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Synthetic Route of C10H8ClNO2

Structural studies on monohalogenated derivatives of the phytohormone indole-3-acetic acid (auxin) was written by Nigovic, Biljana;Kojic-Prodic, Biserka;Antolic, Snjezana;Tomic, Sanja;Puntarec, Vitomir;Cohen, Jerry D.. And the article was included in Acta Crystallographica, Section B: Structural Science in 1996.Synthetic Route of C10H8ClNO2 This article mentions the following:

The physiol. properties of the phytohormone (auxin) indole-3-acetic acid (IAA) and its ring substituted derivatives have so far been rationalized by a number of contradictory hypotheses based on incomplete structural data deduced mainly by inspection of mol. models. To give more evidence for structure-activity relations of monohalogenated IAA’s, the mol. structures of the natural auxin 4-Cl-IAA as well as 5-Cl-IAA, 6-Cl-IAA, 7-Cl-IAA and 5-Br-IAA are compared, as revealed by x-ray anal., and mol. mechanics and dynamics. The influence of the substitution site and the size of the halogen atom and bioactivity is discussed. The typical structural feature of the mols. studied is the slight distortion of part of the indole nucleus around C7: bond length C6-C7 1.368(6) 脜 and C6-C7-C71 117.6(3)掳 (average values of five structures and seven mols.). The conformations of monohalogenated indole-3-acetic acid mols., characteristic for auxins, are defined by rotations about two bonds only: one describes the relative orientation of a side chain towards the indole moiety and the 2nd the orientation of the carboxylic group. The results of x-ray structure anal., and mol. mechanics and dynamics revealed the folded shape of the mols. in all compounds studied. Ab initio calculations showed that the planar conformation can be adopted as well. Crystal data at 297 K for 4-Cl-IAA, 6-Cl-IAA, 7-Cl-IAA and 5-Br-IAA, and at 220 K for 5-Cl-IAA are as follows: 4-Cl-IAA, monoclinic, space group P2₁/c, a 7.313(4), b 17.156(4), c 7.640(4) 脜, 尾 92.71(5)掳, Z = 4, d_c = 1.454, R = 0.037, R_w = 0.039 for 1040 reflections; 5-Cl-IAA, monoclinic, space group P2₁/c, a 19.141(4), b 5.154(2), c 10.323(3) 脜, 尾 116.23(2)掳, Z = 4, d_c = 1.524, R = 0.039, R_w = 0.042 for 1184 reflections; 6-Cl-IAA, orthorhombic, space group Pbca, a 61.08(1), b 12.115(7), c 7.674(5) 脜, Z = 8 (3 mols./Z), d_c = 1.471, R = 0.052, R_w = 0.052 for 3030 reflections; 7-Cl-IAA, monoclinic, space group P2₁/c, a 20.244(5), b 4.829(2), c 10.728(4) 脜, 尾 116.30(1)掳, Z = 4, d_c = 1.481, R = 0.042, R_w = 0.029 for 889 reflections; 5-Br-IAA, triclinic, space group P1虆, a 5.645(3), b 9.713(4), c 10.019(4) 脜, 伪 116.02(3), 尾 92.67(5), 纬 100.12(4)掳, Z = 2, d_c = 1.754, R = 0.029, R_w = 0.020 for 1865 reflections. At. coordinates are given. In the experiment, the researchers used many compounds, for example, 2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4Synthetic Route of C10H8ClNO2).

2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4) belongs to indole derivatives. The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Synthetic Route of C10H8ClNO2

Chen, Changpeng et al. published their research in Organic Letters in 2017 | CAS: 1912-45-4

2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Product Details of 1912-45-4

Iridium-Catalyzed, Weakly Coordination-Assisted Ortho-Alkynylation of (Hetero)aromatic Carboxylic Acids without Cyclization was written by Chen, Changpeng;Liu, Pei;Tang, Jinghua;Deng, Gongda;Zeng, Xiaoming. And the article was included in Organic Letters in 2017.Product Details of 1912-45-4 This article mentions the following:

In the presence of [Cp^*IrCl₂]₂, arylcarboxylic acids and arylacetic acids such as 2-methylbenzoic acid or o-methylphenylacetic acid underwent regioselective directed alkynylation with i-Pr₃SiCCBr mediated by KHCO₃ and air in tert-amyl alc. to yield alkynylbenzoic acids and alkynylphenylacetic acids such as I (X = bond, CH₂) in 32-96% yields. Indolyl- and thienyl carboxylic and acetic acids and benzothiopheneacetic acids also underwent regioselective alkynylation. The reaction mechanism was studied using the alkynylation of potassium 2-methylbenzoate without added KHCO₃, deuterium labeling experiments, and the kinetic isotope effects on alkynylation. In the experiment, the researchers used many compounds, for example, 2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4Product Details of 1912-45-4).

2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Product Details of 1912-45-4

Wu, Yinrong et al. published their research in Organic Letters in 2021 | CAS: 1912-45-4

2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Computed Properties of C10H8ClNO2

Copper-Mediated Decarboxylative Coupling between Arylacetic Acids and 1,3-Dicarbonyl Compounds was written by Wu, Yinrong;Wen, Kangmei;Chen, Jiewen;Shi, Jie;Yao, Xingang;Tang, Xiaodong. And the article was included in Organic Letters in 2021.Computed Properties of C10H8ClNO2 This article mentions the following:

A copper-mediated decarboxylative coupling reaction between arylacetic acids and 1,3-dicarbonyl compounds was described for the synthesis of ((indolyl)methyl)-oxocycloalkyl-esters, e.g., I. Significantly, methanocycloocta[b]indoles II [R = COOEt, CONHEt, SO₂Ph, etc.; R¹ = H, 4-Cl, 5-Br, etc.] were also obtained by sequential intramol. dehydrocyclization process in some cases. This protocol featured a broad substrate scope, simple operations, and good yields. Moreover, the products exhibited potent antiproliferative activity against the human cancer cell lines by a MTT assay. In the experiment, the researchers used many compounds, for example, 2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4Computed Properties of C10H8ClNO2).

Cocordano, Maurice et al. published their research in Annales de la Faculte des Sciences de Marseille in 1970 | CAS: 1912-45-4

2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Recommanded Product: 1912-45-4

Relation between electronic structure and auxin activity of chlorinated β-indolylacetic acids was written by Cocordano, Maurice;D’Amato, Franck;Turcat, Jean J.. And the article was included in Annales de la Faculte des Sciences de Marseille in 1970.Recommanded Product: 1912-45-4 This article mentions the following:

Five chlorinated β-indolylacetic acids (I) were prepared by the cyclization of ClC6H4NHN:CHCH2CH2CO2H in ethanolic H2SO4 followed by saponification The auxinic activity of I derivatives was in the order 6-Cl- > nonchlorinated > 6,7-Cl2 > 7-Cl > 5,7-Cl2. The electronic structure of I was calculated by LCAO method. I forms by, its CO2H group, a conjugated unstable complex with the protein of the cell. In the experiment, the researchers used many compounds, for example, 2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4Recommanded Product: 1912-45-4).