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Cas Database

129431-12-5

129431-12-5

Identification

  • Product Name:2,5-Pyrrolidinedione, 1-[1-oxo-3-[(triphenylmethyl)thio]propoxy]-

  • CAS Number: 129431-12-5

  • EINECS:

  • Molecular Weight:445.539

  • Molecular Formula: C26H23NO4S

  • HS Code:

  • Mol File:129431-12-5.mol

Synonyms:(2,5-dioxopyrrolidin-1-yl) 3-tritylsulfanylpropanoate;

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Safety information and MSDS view more

  • Signal Word:no data available

  • Hazard Statement:no data available

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

  • Manufacture/Brand
  • Product Description
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  • Manufacture/Brand:Crysdot
  • Product Description:2,5-Dioxopyrrolidin-1-yl3-(tritylthio)propanoate 95+%
  • Packaging:25g
  • Price:$ 347
  • Delivery:In stock
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  • Manufacture/Brand:Crysdot
  • Product Description:2,5-Dioxopyrrolidin-1-yl3-(tritylthio)propanoate 95+%
  • Packaging:100g
  • Price:$ 743
  • Delivery:In stock
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  • Manufacture/Brand:Chemenu
  • Product Description:2,5-Dioxopyrrolidin-1-yl3-(tritylthio)propanoate 95%
  • Packaging:100g
  • Price:$ 701
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:2,5-DIOXOPYRROLIDIN-1-YL-3-(TRITYLTHIO)PROPANOATE 95.00%
  • Packaging:5MG
  • Price:$ 503.47
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  • Manufacture/Brand:Alichem
  • Product Description:2,5-Dioxopyrrolidin-1-yl3-(tritylthio)propanoate
  • Packaging:100g
  • Price:$ 765
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  • Manufacture/Brand:Alichem
  • Product Description:2,5-Dioxopyrrolidin-1-yl3-(tritylthio)propanoate
  • Packaging:25g
  • Price:$ 371
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Relevant articles and documentsAll total 11 Articles be found

Mitochondrial heat shock protein-guided photodynamic therapy

Thomas, Ajesh P.,Lee, An-Jung,Palanikumar,Jana, Batakrishna,Kim, Kibeom,Kim, Sangpil,Ok, Haewon,Seol, Jihoon,Kim, Dongseok,Kang, Byoung Heon,Ryu, Ja-Hyoung

, p. 12631 - 12634 (2019)

Mitochondria targeting sensitizers are continuing to gain importance in photodynamic therapy (PDT). Members of the 90 kDa heat shock protein (Hsp90) family, including TRAP1 (Hsp75), are overexpressed in cancer cells and help to control the antiapoptotic protein activity. The present work introduces an Hsp90 inhibitor-mitochondria targeting indocyanine dye conjugate (IR-PU) for high PDT efficacy.

Interrogating the Role of Receptor-Mediated Mechanisms: Biological Fate of Peptide-Functionalized Radiolabeled Gold Nanoparticles in Tumor Mice

Silva, Francisco,Zambre, Ajit,Campello, Maria Paula Cabral,Gano, Lurdes,Santos, Isabel,Ferraria, Ana Maria,Ferreira, Maria Jo?o,Singh, Amolak,Upendran, Anandhi,Paulo, António,Kannan, Raghuraman

, p. 1153 - 1164 (2016)

(Graph Presented) To get a better insight on the transport mechanism of peptide-conjugated nanoparticles to tumors, we performed in vivo biological studies of bombesin (BBN) peptide functionalized gold nanoparticles (AuNPs) in human prostate tumor bearing mice. Initially, we sought to compare AuNPs with thiol derivatives of acyclic and macrocyclic chelators of DTPA and DOTA types. The DTPA derivatives were unable to provide a stable coordination of 67Ga, and therefore, the functionalization with the BBN analogues was pursued for the DOTA-containing AuNPs. The DOTA-coated AuNPs were functionalized with BBN[7-14] using a unidentate cysteine group or a bidentate thioctic group to attach the peptide. AuNPs functionalized with thioctic-BBN displayed the highest in vitro cellular internalization (≈ 25%, 15 min) in gastrin releasing peptide (GRP) receptor expressing cancer cells. However, these results fail to translate to in vivo tumor uptake. Biodistribution studies following intravenous (IV) and intraperitoneal (IP) administration of nanoconjugates in tumor bearing mice indicated that the presence of BBN influences to some degree the biological profile of the nanoconstructs. For IV administration, the receptor-mediated pathway appears to be outweighed by the EPR effect. By contrast, in IP administration, it is reasoned that the GRPr-mediated mechanism plays a role in pancreas uptake.

Novel mTOR inhibitor compounds and the use thereof

-

Paragraph 0130; 0134-0136, (2021/03/09)

The novel mTOR inhibitor compounds of the present invention are capable of selective drug delivery to bone and released slowly in bone for a long period of time. The present invention relates to a targeted compound linked to a mTOR inhibitory bone disease therapeutic agent.

Novel mTOR inhibitor compounds and the use thereof

-

Paragraph 0158-0164, (2021/03/16)

The novel mTOR inhibitor compounds of the present invention are capable of selective drug delivery to bone and released slowly in bone for a long period of time. The present invention relates to a targeted compound linked to a mTOR inhibitory bone disease therapeutic agent.

Compound comprising Hsp90 inhibitor targeting mitochondria and pharmaceutical composition for photodynamic therapy comprising the compound

-

, (2020/09/26)

The present invention relates to mitochondrial target Hsp90 inhibitor-based compounds and pharmaceutical compositions for photodynamic therapy comprising the same. According to the present invention, provided are compounds obtained by conjugating an indocyanine derivative and a purine derivative, a diastereomer thereof, or a pharmaceutically acceptable salt thereof. The present invention relates to compositions for photodynamic diagnosis, treatment or cancer treatment comprising the above compounds, diastereomer, and salt as active ingredients.

Degradable hydrogel under physiological conditions

-

Paragraph 0424-0425, (2020/09/09)

The present invention discloses a hydrogel that can be degraded under physiological conditions. The hydrogel includes at least one backbone moiety and an optional crosslinking moiety, and biodegradable linkers connecting backbone moieties and crosslinking moieties can be degraded by intramolecular cyclization.

Design, Synthesis, and Evaluation of Lipopeptide Conjugates of Mercaptoundecahydrododecaborate for Boron Neutron Capture Therapy

Isono, Aoi,Tsuji, Mieko,Sanada, Yu,Matsushita, Akari,Masunaga, Shinichiro,Hirayama, Tasuku,Nagasawa, Hideko

, (2019/03/07)

We developed new 10B carriers for boron neutron capture therapy (BNCT) that can effectively transport and accumulate boron clusters into cells. These carriers consist of a lipopeptide, mercaptoundecahydrododecaborate (BSH), and a disulfide linker. The carriers were conceived according to the structure of pepducin, a membrane-penetrating lipopeptide targeting protease-activated receptor 1 (PAR1). To improve the membrane permeability of BSH, the structure was optimized using various lipopeptides possessing different peptides and lipid moieties. These synthesized lipopeptides were conjugated with BSH and evaluated for intracellular uptake using T98G glioblastoma cells. Among them, the most effectively incorporated and accumulated in the cells was compound 5 a, which contains a peptide of 13 residues derived from the intracellular third loop of PAR1 and a palmitoyl group. For further improvement of 10B accumulation in cells, the introduction of an amine linker was investigated; intracellular uptake similar to that of 5 a was observed for compound 14, which has a piperazine linker. Both compounds 5 a and 14 showed a stronger radiosensitizing effect than BSH along on T98G cells under mixed-neutron beam irradiation. The results demonstrate that lipopeptide conjugation is effective for enhancing intracellular delivery and accumulation of BSH and improving the cytotoxic effect of BNCT.

Process route upstream and downstream products

Process route

1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

3-(tritylthio) propanoic acid
27144-18-9

3-(tritylthio) propanoic acid

3-(triphenylmethylthio)propionic acid N-hydroxysuccinimide ester
129431-12-5

3-(triphenylmethylthio)propionic acid N-hydroxysuccinimide ester

Conditions
Conditions Yield
With dicyclohexyl-carbodiimide; In 1,4-dioxane; ethyl acetate; at 20 ℃;
100%
With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 - 20 ℃; for 4h; Inert atmosphere;
71%
With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 - 20 ℃; for 4h; Inert atmosphere;
71%
With dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 16h;
70%
With dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 16h;
70%
With dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; 1.) 0 deg C, 3 h, 2.) room temp., 18 h;
60%
With dicyclohexyl-carbodiimide; In 1,4-dioxane; ethyl acetate; N,N-dimethyl-formamide; at 0 - 20 ℃;
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 0 - 20 ℃;
With diisopropyl-carbodiimide; In N,N-dimethyl-formamide;
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 24h;
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; for 2h;
trityl chloride
76-83-5

trityl chloride

3-(triphenylmethylthio)propionic acid N-hydroxysuccinimide ester
129431-12-5

3-(triphenylmethylthio)propionic acid N-hydroxysuccinimide ester

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: dichloromethane / 20 °C
2: dicyclohexyl-carbodiimide / ethyl acetate; 1,4-dioxane / 20 °C
With dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane; ethyl acetate;
Multi-step reaction with 2 steps
1: dichloromethane / 16 h / 20 °C / Inert atmosphere
2: dicyclohexyl-carbodiimide / dichloromethane / 16 h / 20 °C
With dicyclohexyl-carbodiimide; In dichloromethane;
Multi-step reaction with 2 steps
1: dichloromethane / 16 h / 20 °C / Inert atmosphere
2: dicyclohexyl-carbodiimide / dichloromethane / 16 h / 20 °C
With dicyclohexyl-carbodiimide; In dichloromethane;
triphenylmethyl alcohol
76-84-6

triphenylmethyl alcohol

3-(triphenylmethylthio)propionic acid N-hydroxysuccinimide ester
129431-12-5

3-(triphenylmethylthio)propionic acid N-hydroxysuccinimide ester

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 82 percent / trifluoroacetic acid / 10 h / Ambient temperature
2: 60 percent / dicyclohexylcarbodiimide / dimethylformamide / 1.) 0 deg C, 3 h, 2.) room temp., 18 h
With dicyclohexyl-carbodiimide; trifluoroacetic acid; In N,N-dimethyl-formamide;
triphenylmethanethiol
3695-77-0

triphenylmethanethiol

3-(triphenylmethylthio)propionic acid N-hydroxysuccinimide ester
129431-12-5

3-(triphenylmethylthio)propionic acid N-hydroxysuccinimide ester

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: sodium hydride / tetrahydrofuran / 0.5 h / 20 °C
2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 24 h / 20 °C
With sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
di-<i>tert</i>-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

3-(triphenylmethylthio)propionic acid N-hydroxysuccinimide ester
129431-12-5

3-(triphenylmethylthio)propionic acid N-hydroxysuccinimide ester

octreotide acetate
79517-01-4

octreotide acetate

Lys-boc octreotide 3-tritylmercaptopropionamide
1616776-08-9

Lys-boc octreotide 3-tritylmercaptopropionamide

Conditions
Conditions Yield
di-tert-butyl dicarbonate; octreotide acetate; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 2h;
3-(triphenylmethylthio)propionic acid N-hydroxysuccinimide ester; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
77%
di-tert-butyl dicarbonate; octreotide acetate; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 2h;
3-(triphenylmethylthio)propionic acid N-hydroxysuccinimide ester; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
77%
di-tert-butyl dicarbonate; octreotide acetate; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 2h;
3-(triphenylmethylthio)propionic acid N-hydroxysuccinimide ester; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
77%
Lys-Boc octereotide acetate

Lys-Boc octereotide acetate

3-(triphenylmethylthio)propionic acid N-hydroxysuccinimide ester
129431-12-5

3-(triphenylmethylthio)propionic acid N-hydroxysuccinimide ester

Lys-boc octreotide 3-tritylmercaptopropionamide
1616776-08-9

Lys-boc octreotide 3-tritylmercaptopropionamide

Conditions
Conditions Yield
With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 50 ℃; for 2h;
93%
With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 50 ℃; for 2h;
93%
1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

1-amino-3,6,9.12,15,18,21,24-octaoxaheptacosan-27-oic acid
756526-04-2

1-amino-3,6,9.12,15,18,21,24-octaoxaheptacosan-27-oic acid

3-(triphenylmethylthio)propionic acid N-hydroxysuccinimide ester
129431-12-5

3-(triphenylmethylthio)propionic acid N-hydroxysuccinimide ester

C<sub>45</sub>H<sub>60</sub>N<sub>2</sub>O<sub>13</sub>S

C45H60N2O13S

Conditions
Conditions Yield
1-amino-3,6,9.12,15,18,21,24-octaoxaheptacosan-27-oic acid; 3-(triphenylmethylthio)propionic acid N-hydroxysuccinimide ester; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 24h;
1-hydroxy-pyrrolidine-2,5-dione; With dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; for 24h;
93%
1-amino-3,6,9.12,15,18,21,24-octaoxaheptacosan-27-oic acid; 3-(triphenylmethylthio)propionic acid N-hydroxysuccinimide ester; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;
1-hydroxy-pyrrolidine-2,5-dione; With dicyclohexyl-carbodiimide;
9-(6-aminohexyl)-8-((6-iodobenzo[d][1,3]dioxol-5-yl)thio)-9H-purin-6-amine
1418215-06-1

9-(6-aminohexyl)-8-((6-iodobenzo[d][1,3]dioxol-5-yl)thio)-9H-purin-6-amine

3-(triphenylmethylthio)propionic acid N-hydroxysuccinimide ester
129431-12-5

3-(triphenylmethylthio)propionic acid N-hydroxysuccinimide ester

C<sub>40</sub>H<sub>39</sub>IN<sub>6</sub>O<sub>3</sub>S<sub>2</sub>

C40H39IN6O3S2

Conditions
Conditions Yield
With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
80%
With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
80%
N<sup>α</sup>-Me-N<sup>α</sup>-Fmoc-lysine

Nα-Me-Nα-Fmoc-lysine

3-(triphenylmethylthio)propionic acid N-hydroxysuccinimide ester
129431-12-5

3-(triphenylmethylthio)propionic acid N-hydroxysuccinimide ester

N<sup>α</sup>-Me-N<sup>α</sup>-Fmoc-N<sup>ε</sup>-(S-trityl-3-mercaptopropionate)-lysine

Nα-Me-Nα-Fmoc-Nε-(S-trityl-3-mercaptopropionate)-lysine

Conditions
Conditions Yield
With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;
64%
With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;
64%
4-amino-1-hydroxybutylidenebisphosphonic acid
66376-36-1

4-amino-1-hydroxybutylidenebisphosphonic acid

3-(triphenylmethylthio)propionic acid N-hydroxysuccinimide ester
129431-12-5

3-(triphenylmethylthio)propionic acid N-hydroxysuccinimide ester

(1-hydroxy-4-(3-(tritylthio)propanamido)butane-1,1-diyl)diphosphonic acid

(1-hydroxy-4-(3-(tritylthio)propanamido)butane-1,1-diyl)diphosphonic acid

Conditions
Conditions Yield
4-amino-1-hydroxybutylidenebisphosphonic acid; With triethylamine; In water; for 0.0833333h;
3-(triphenylmethylthio)propionic acid N-hydroxysuccinimide ester; With triethylamine; In water; N,N-dimethyl-formamide; at 20 ℃; for 1h;
62%
4-amino-1-hydroxybutylidenebisphosphonic acid; With triethylamine; In water; for 0.0833333h;
3-(triphenylmethylthio)propionic acid N-hydroxysuccinimide ester; With triethylamine; In water; N,N-dimethyl-formamide; at 20 ℃; for 1h;
60 mg

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