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1,5-bis-Boc-1,5,9-triazanonane is a versatile linker molecule that contains two Boc-protected amino groups and a terminal amine. This molecule is characterized by its ability to form covalent bonds with a variety of functional groups, such as carboxylic acids, activated NHS esters, and carbonyls (ketone, aldehyde). The Boc groups can be deprotected under mild acidic conditions, yielding the free amines. As a yellow oily liquid, 1,5-bis-Boc-1,5,9-triazanonane is a valuable component in the synthesis of various chemical compounds and has potential applications in different industries.

122248-82-2

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122248-82-2 Usage

Uses

Used in Chemical Synthesis:
1,5-bis-Boc-1,5,9-triazanonane is used as a linker in chemical synthesis for its ability to connect different functional groups and facilitate the formation of complex molecules. The Boc-protected amino groups provide stability during the synthesis process, while the terminal amine allows for further functionalization and modification of the resulting compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1,5-bis-Boc-1,5,9-triazanonane is used as a building block for the development of novel drug candidates. The molecule's reactivity with various functional groups enables the creation of diverse chemical structures with potential therapeutic properties. Additionally, the Boc protection strategy allows for the controlled deprotection of the amino groups, which can be crucial for the biological activity of the final drug molecule.
Used in Materials Science:
1,5-bis-Boc-1,5,9-triazanonane can be employed in the development of new materials with specific properties, such as polymers with tailored chemical and physical characteristics. The molecule's ability to form covalent bonds with a wide range of functional groups allows for the design of materials with unique properties, such as enhanced stability, improved mechanical strength, or specific interactions with other molecules.
Used in Research and Development:
As a versatile linker molecule, 1,5-bis-Boc-1,5,9-triazanonane is valuable in research and development efforts across various scientific disciplines. It can be used to explore new chemical reactions, develop innovative synthetic strategies, and create novel compounds with potential applications in areas such as drug discovery, materials science, and chemical engineering.

Check Digit Verification of cas no

The CAS Registry Mumber 122248-82-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,2,2,4 and 8 respectively; the second part has 2 digits, 8 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 122248-82:
(8*1)+(7*2)+(6*2)+(5*2)+(4*4)+(3*8)+(2*8)+(1*2)=102
102 % 10 = 2
So 122248-82-2 is a valid CAS Registry Number.

122248-82-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name N-(3-aminopropyl)-N,N'-bis(tert-butoxycarbonyl)propane-1,3-diamine

1.2 Other means of identification

Product number -
Other names N1,N4-di-tert-butoxycarbonylnorspermidine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:122248-82-2 SDS

122248-82-2Relevant articles and documents

Potent P-glycoprotein inhibition of emodin derivative: Synthesis and biological evaluation

Wang, Jianhong,Gan, Ying,Li, Shaobin,Luo, Tianwei,Zhang, Yahong,Zhao, Jin

, p. 2106 - 2112 (2014)

A new series of emodin derivatives was prepared and evaluated for their in vitro antiproliferative activity. Preliminary results revealed that these derivatives exhibited weak or negligible cytotoxicity at 10 μM against various cancer cell lines (i.e., K562, HepG2, and HCT116 cell lines) as well as normal hepatic cells (QSG7701). Interestingly, the evaluation for P-glycoprotein (P-gp) modulation indicated that they possessed potent P-gp inhibitory activity. Among them, the effect of compound 6 on P-gp inhibition was even greater than that of Verapamil, the known P-gp modulator. Therefore, the natural emodin scaffold could be employed as safe and effective modulator of P-gp mediated drug resistance in cancer chemotherapy. Springer Science+Business Media 2013.

The adduct formation between the thioguanine-polyamine ligands and DNA with the AP site under UVA irradiated and non-irradiated conditions

Abe, Yukiko S.,Sasaki, Shigeki

, (2019)

The AP sites are representative of DNA damage and known as an intermediate in the base excision repair (BER) pathway which is involved in the repair of damaged nucleobases by reactive oxygen species, UVA irradiation, and DNA alkylating agents. Therefore,

Thiazole orange – Spermine conjugate: A potent human telomerase inhibitor comparable to BRACO-19

Wang, Siwen,Yang, Dazhou,Singh, Mandeep,Joo, Hyun,Rangel, Vanessa M.,Tran, Aaron,Phan, Erich,Xue, Liang

, p. 20 - 33 (2019/05/06)

In this report, we synthesized a series of TO conjugates containing different amino side chains and investigated their binding to telomeric G-quadruplex DNA (G4) using several biophysical methods including fluorometric titration and thermal denaturation monitored by fluorescence and circular dichroism. The composition of side chains strongly affects the binding of these molecules to G-quadruplex DNA. Incorporation of amino side chains increases the binding affinity of TO toward G4 but has a minimal effect on its selectivity for G4 over duplex DNA. The plausible binding modes are a synergistic effect of end-stacking and groove interactions as indicated by docking studies. Inhibition of human telomerase activity by TO derivatives was determined in vitro by the TRAP assay. Several derivatives can selectively inhibit the activity of telomerase over DNA polymerase at low concentrations. More significantly, TO-spermine conjugate (16) exhibits a remarkable effect on telomerase inhibition in the submicromolar range, which is comparable to the inhibition effect of a well-known G4 ligand, BRACO-19. Our results here provide guidance of utilizing TO derivatives as a viable scaffold to design novel G4 ligands, G4 probes, and potent telomerase inhibitors.

Naphthalimide-substituted flavonoid-polyamine conjugates, and preparation method and application thereof

-

, (2019/04/17)

The invention belongs to the technical field of medicinal chemistry, and particularly relates to naphthalimide-substituted flavonoid-polyamine conjugates, and a preparation method and application thereof. According to the naphthalimide-substituted flavonoid-polyamine conjugates, and the preparation method and the application thereof, a new naphthalimide-substituted flavonoid pharmacophore is synthesized by taking benzo-gamma-pyrone as a raw material and introducing an active group naphthalimide skeleton to a 2-site of the benzo-gamma-pyrone; the new naphthalimide-substituted flavonoid pharmacophore is modified by a polyamine chain; the compound remains the activity of naphthalimide compounds, and meanwhile, has the characteristic of low toxicity of flavonoid compounds, improves the biological activity of original molecules and improves the anti-tumour activity of target molecules; and experimental verification discovers that the conjugates provided by the invention show obvious inhibiting activity to the proliferation of a plurality of tumour cells, namely, HCT-116, HepG2, Hela and SMMC7721.

Novel Polyamine-Naphthalene Diimide Conjugates Targeting Histone Deacetylases and DNA for Cancer Phenotype Reprogramming

Pasini, Alice,Marchetti, Chiara,Sissi, Claudia,Cortesi, Marilisa,Giordano, Emanuele,Minarini, Anna,Milelli, Andrea

supporting information, p. 1218 - 1223 (2017/12/26)

A series of hybrid compounds was designed to target histone deacetylases and ds-/G-quadruplex DNAs by merging structural features deriving from Scriptaid and compound 1. Compound 6 binds different DNA arrangements, inhibits HDACs both in vitro and in cells, and is able to induce a reduction of cell proliferation. Moreover, compound 6 displays cell phenotype-reprogramming properties since it prevents the epithelial to mesenchymal transition in cancer cells, inducing a less aggressive and migratory phenotype, which is one of the goals of present innovative strategies in cancer therapies.

Benzo[c, d]indolyl-2(H)-one-polyamine conjugate and preparation method and application thereof

-

, (2017/10/10)

The invention relates to a benzo[c, d]indolyl-2(H)-one-polyamine conjugate or pharmaceutical salt thereof. The benzo[c, d]indolyl-2(H)-one-polyamine conjugate or the pharmaceutical salt thereof adopts the structure shown as a FORMULA I, wherein m is 1 or 2, n is 1, 2 or 3, R is FORMULA, and X is 1, 2 or 3. The invention provides a preparation method of the benzo[c, d]indolyl-2(H)-one-polyamine conjugate or the pharmaceutical salt thereof. In addition, tests find that the benzo[c, d]indolyl-2(H)-one-polyamine conjugate or the pharmaceutical salt thereof has high anti-tumor and tumor metastasis-inhibiting activity, and has a higher therapeutic index and has a prospect in preparing medicines for preventing and treating tumor metastasis when being compared with a positive control medicine amonafide,; and moreover, the benzo[c, d]indolyl-2(H)-one-polyamine conjugate or the pharmaceutical salt thereof can be located in cellular lysosome and can be used as a cellular lysosome-targeted fluorescent probe.

8-polyamido dihydromyricetin derivative and preparation method and application thereof

-

Paragraph 0021, (2018/03/28)

The present invention discloses an 8-polyamido dihydromyricetin derivative or a pharmaceutically acceptable hydrate and salt thereof including stereoisomers or tautomers thereof. The 8-polyamido dihydromyricetin derivative has anticancer activity and can be used for anticancer treatment drugs. The invention discloses a preparation method of the 8-polyamido dihydromyricetin derivative.

A Single Methylene Group in Oligoalkylamine-Based Cationic Polymers and Lipids Promotes Enhanced mRNA Delivery

Jarz?bińska, Anita,Pasewald, Tamara,Lambrecht, Jana,Mykhaylyk, Olga,Kümmerling, Linda,Beck, Philipp,Hasenpusch, Günther,Rudolph, Carsten,Plank, Christian,Dohmen, Christian

supporting information, p. 9591 - 9595 (2016/08/10)

The development of chemically modified mRNA holds great promise as a new class of biologic therapeutics. However, the intracellular delivery and endosomal escape of mRNA encapsulated in nanoparticles has not been systematically investigated. Here, we synthesized a diverse set of cationic polymers and lipids from a series of oligoalkylamines and subsequently characterized their mRNA delivery capability. Notably, a structure with an alternating alkyl chain length between amines showed the highest transfection efficiency, which was linked to a high buffering capacity in a narrow range of pH 6.2 to 6.5. Variation in only one methylene group resulted in enhanced mRNA delivery to both the murine liver as well as porcine lungs after systemic or aerosol administration, respectively. These findings reveal a novel fundamental structure–activity relationship for the delivery of mRNA that is independent of the class of mRNA carrier and define a promising new path of exploration in the field of mRNA therapeutics.

Benzopyran-4-one substituted naphthalimide-polyamine conjugate and preparing method and usage thereof

-

, (2016/10/27)

The invention relates to a benzopyran-4-one substituted naphthalimide-polyamine conjugate and a preparing method and usage thereof. The naphthalimide-polyamine conjugate has a structure as shown in a formula I. The benzopyran-4-one substituted naphthalimide-polyamine conjugate has obvious inhibition activity for cell proliferation of multiple tumor cells such as HCT-116 (human colon cancer cell), HepG2 (human hepatoma carcinoma cell), K562 (human chronic myeloid leukemia cells) and SMMC7721 (human hepatoma carcinoma cell); the conjugate can also serve as a targeting mitochondria fluorescence probe and can effectively inhibit pulmonary metastasis of the tumor, wherein a is 0, 1 or 2, m is 1, 2 or 3, n is 1, 2, 3, or 4, R is H or CH3, and R1 is shown in the description.

Syntheses of a library of molecules on the marine natural product ianthelliformisamines platform and their biological evaluation

Khan, Faiz Ahmed,Ahmad, Saeed,Kodipelli, Naveena,Shivange, Gururaj,Anindya, Roy

, p. 3847 - 3865 (2014/06/09)

Ianthelliformisamines A-C are a novel class of bromotyrosine-derived antibacterial agents isolated recently from the marine sponge Suberea ianthelliformis. We have synthesized ianthelliformisamines A-C straightforwardly by the condensation of (E)-3-(3,5-dibromo-4-methoxyphenyl)acrylic acid and the corresponding Boc-protected polyamine followed by Boc-deprotection with TFA. Further, using this reaction protocol, a library of their analogues (39 analogues) has been synthesized by employing 3-phenylacrylic acid derivatives and Boc-protected polyamine chains through various combinations of these two fragments differing in phenyl ring substitution, double bond geometry or chain length of the central spacer of the polyamine chain (shown in red color). All the synthesized compounds (ianthelliformisamines A-C and their analogues) were screened for antibacterial activity against both Gram-negative (Escherichia coli) and Gram-positive (Staphylococcus aureus) strains. All synthetic analogues of ianthelliformisamine A showed bacterial growth inhibition against both strains (Escherichia coli and Staphylococcus aureus), having MIC values in the range of 117.8-0.10 μM, while none of the synthetic analogues of ianthelliformisamine C as well as the parent compound showed any detectable antibacterial activity. Interestingly, some of the synthetic analogues of ianthelliformisamines A and B exerted a bactericidal effect against both E. coli and S. aureus strains, decreasing viable bacterial count by 99% at concentrations as low as 2 × MIC. This journal is the Partner Organisations 2014.

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