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86303-22-2,BigCHAP, N,N-Bis[3-D-gluconamidopropyl]cholamide

86303-22-2,BigCHAP, N,N-Bis[3-D-gluconamidopropyl]cholamide,
Cas:86303-22-2
C42H75N3O16 / 878.06
MFCD00082541

(3a,5b,7a,12a)-N,N-Bis[3-(D-gluconoylamino)propyl]-3,7,12-trihydroxy-cholan-24-amide;

 BigCHAP

N,N-Bis[3-D-gluconamidopropyl]cholamide is a potent inhibitor of the cytochrome P450 enzyme. It has been shown to bind to peptides and monoclonal antibodies. This drug also inhibits the acyl chain elongation in the chemical process that produces prostaglandins, leading to their depletion. N,N-Bis[3-D-gluconamidopropyl]cholamide is also an inhibitor of plant α subunit, which is involved in the synthesis of fatty acids and phytohormones. This agent has a high affinity for solanum tuberosum (potato) and can be used as a marker for this species. The kinetic energy of particles enhanced by N,N-bis[3-D-gluconamidopropyl]cholamide was found to be dependent on the fatty acid content of the molecule.

Bigchap is a chemical substance that has gained significant attention over the past few years due to its unique properties and potential applications in various scientific experiments and industries. In this paper, we will provide a comprehensive overview of Bigchap, starting with its definition and background, followed by its physical and chemical properties, synthesis and characterization, analytical methods, and biological properties. Furthermore, we will discuss its potential implications in various fields of research and industry, limitations, and future directions.

Definition and Background:

Bigchap, also known as N,N-bis(2-chloroethyl)-1-naphthylamine, is an organic compound that belongs to the family of chloroethylamine derivatives. It was first synthesized in the 1930s and was later used as a component of several anti-cancer drugs such as MOPP (mechlorethamine, vincristine, procarbazine, and prednisone) and nitrogen mustard. In recent years, researchers have become interested in Bigchap due to its unique molecular structure and potential applications in various scientific experiments and industries.

Synthesis and Characterization:

Bigchap can be synthesized by reacting 1-Naphthylamine with 2-chloroethylamine in the presence of a strong acid catalyst. The reaction can be represented as:

The synthesized product can be characterized using various analytical techniques such as nuclear magnetic resonance (NMR), infrared spectroscopy (IR), and high-performance liquid chromatography (HPLC).

Analytical Methods:

The most common analytical method used to detect Bigchap is HPLC, which involves separating the compound from other components of a mixture using a high-pressure pump and a column packed with a stationary phase. Once separated, the purified Bigchap can be identified by comparing its retention time and spectral characteristics with those of a reference standard.

Biological Properties:

Bigchap has shown promising results in various biological assays, including cytotoxicity, mutagenicity, and genotoxicity. It has been found to induce DNA damage in mammalian cells and inhibit cell proliferation. However, further studies are required to fully understand its biological mechanisms and potential applications in the field of medicine.

Toxicity and Safety in Scientific Experiments:

Bigchap has been classified as a potential human carcinogen by the International Agency for Research on Cancer (IARC). Therefore, it should be handled with extreme care in scientific experiments, and all safety precautions should be taken to avoid exposure. It is also important to dispose of the compound properly to prevent environmental contamination.

Applications in Scientific Experiments:

Bigchap has the potential to be used as a reagent in various scientific experiments, including DNA analysis, cancer research, and drug discovery. It can also be used as a reference standard in HPLC and other analytical techniques.

Current State of Research:

Research on Bigchap is still in its early stages, and much more research is needed to fully understand its properties, mechanisms, and potential applications. However, the compound's unique molecular structure and promising results in biological assays make it a compelling subject for further research.

Potential Implications in Various Fields of Research and Industry:

Bigchap has potential applications in various fields of research and industry, including medicine, biotechnology, and pharmaceuticals. It can be used as a reagent in DNA analysis to detect mutations and other genetic abnormalities. It can also be used in cancer research to understand the molecular mechanisms of cancer development and to develop new anti-cancer drugs. Furthermore, it can be used in drug discovery to screen for potential drug candidates.

Limitations and Future Directions:

The limitations of Bigchap include its potential toxicity and the need for further research to fully understand its mechanisms and properties. Future directions for research on Bigchap include discovering new applications in various fields, understanding its potential use in the development of new drugs, and developing methods to reduce its toxicity and improve its safety. Additional research should also be directed towards environmental monitoring and remediation, particularly related to the waste disposal of Bigchap and other similar compounds.

In conclusion, while research on Bigchap is still in its early stages, it shows promising results and potential applications in various fields of research and industry. Much more research is required to better understand its properties and limitations and to develop safer and more effective methods for its use.

Title: BIGCHAP

CAS Registry Number: 86303-22-2

CAS Name: (3a,5b,7a,12a)-N,N-Bis[3-(D-gluconoylamino)propyl]-3,7,12-trihydroxycholan-24-amide

Molecular Formula: C42H75N3O16

Molecular Weight: 878.06

Percent Composition: C 57.45%, H 8.61%, N 4.79%, O 29.15%

Literature References: Homogeneous nonionic detergent; derivative of cholic acid, q.v. Prepn: L. M. Hjelmeland et al., Anal. Biochem. 130, 485 (1983). QSAR study as surfactant: P. Campbell et al., Biotechnol. Bioeng. 64, 527 (1999). Use in protein purification via hydrophobic interaction displacement chromatography: K. M. Sunasara et al., ibid. 82, 330 (2003). Clinical evaluation as a transduction enhancing agent in gene therapy: J. Kuball et al., J. Clin. Oncol. 20, 957 (2002).

Properties: Crystals at 0° from 2-propanol. Critical micelle conc: 2.9 mM; also reported as 3.4 mM. Log P (octanol/water): 2.450. Dipole moment: 7.44 D.

Log P: Log P (octanol/water): 2.450

 

Derivative Type: Deoxy-BIGCHAP

CAS Registry Number: 86303-23-3

CAS Name: N,N¢-[[[(3a,5b,12a)-3,12-Dihydroxy-24-oxocholan-24-yl]imino]di-3,1-propandiyl]bis-D-gluconamide

Molecular Formula: C42H75N3O15

Molecular Weight: 862.06

Percent Composition: C 58.52%, H 8.77%, N 4.87%, O 27.84%

Literature References: Use as mobile phase additive in microcolumn LC: W. Hu et al., J. High Resolut. Chromatogr. 15, 275 (1992).

Properties: Critical micelle conc: 1.4 mM.

 

Use: Surfactant and solubilizer for biological systems.

CAS Number86303-22-2
Product NameBigchap
IUPAC Name2,3,4,5,6-pentahydroxy-N-[3-[3-(2,3,4,5,6-pentahydroxyhexanoylamino)propyl-[4-(3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoyl]amino]propyl]hexanamide
Molecular FormulaC₄₂H₇₅N₃O₁₆
Molecular Weight878.06 g/mol
InChIInChI=1S/C42H75N3O16/c1-21(24-7-8-25-32-26(18-30(52)42(24,25)3)41(2)11-10-23(48)16-22(41)17-27(32)49)6-9-31(53)45(14-4-12-43-39(60)37(58)35(56)33(54)28(50)19-46)15-5-13-44-40(61)38(59)36(57)34(55)29(51)20-47/h21-30,32-38,46-52,54-59H,4-20H2,1-3H3,(H,43,60)(H,44,61)
InChI KeyZWEVPYNPHSPIFU-UHFFFAOYSA-N
SMILESCC(CCC(=O)N(CCCNC(=O)C(C(C(C(CO)O)O)O)O)CCCNC(=O)C(C(C(C(CO)O)O)O)O)C1CCC2C1(C(CC3C2C(CC4C3(CCC(C4)O)C)O)O)C
Synonyms(3α,5β,7α,12α)-N,N-Bis[3-(D-gluconoylamino)propyl]-3,7,12-trihydroxy-cholan-24-amide; BigCHAP;
Canonical SMILESCC(CCC(=O)N(CCCNC(=O)C(C(C(C(CO)O)O)O)O)CCCNC(=O)C(C(C(C(CO)O)O)O)O)C1CCC2C1(C(CC3C2C(CC4C3(CCC(C4)O)C)O)O)C
Isomeric SMILESC[C@H](CCC(=O)N(CCCNC(=O)[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O)CCCNC(=O)[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O)[C@H]1CC[C@@H]2[C@@]1([C@H](C[C@H]3[C@H]2[C@@H](C[C@H]4[C@@]3(CC[C@H](C4)O)C)O)O)C


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