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4635-59-0

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4635-59-0 Usage

Chemical Properties

Clear colorless to yellow liquid

Uses

Different sources of media describe the Uses of 4635-59-0 differently. You can refer to the following data:
1. 4-Chlorobutyroyl Chloride is used in the preparation of mitosene and mitosane analogs of Mitomycin C (M371900), an antitumor antibiotic. .
2. 4-Chlorobutyryl chloride (4-CBCl) is mainly used in the production of pharmaceuticals and agrochemicals. It is used as pyrazinamide intermediate.

Flammability and Explosibility

Nonflammable

Check Digit Verification of cas no

The CAS Registry Mumber 4635-59-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,6,3 and 5 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 4635-59:
(6*4)+(5*6)+(4*3)+(3*5)+(2*5)+(1*9)=100
100 % 10 = 0
So 4635-59-0 is a valid CAS Registry Number.
InChI:InChI=1/C4H6Cl2O/c5-3-1-2-4(6)7/h1-3H2

4635-59-0 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
  • Packaging
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  • Alfa Aesar

  • (A12249)  4-Chlorobutyryl chloride, 98%   

  • 4635-59-0

  • 10g

  • 175.0CNY

  • Detail
  • Alfa Aesar

  • (A12249)  4-Chlorobutyryl chloride, 98%   

  • 4635-59-0

  • 250g

  • 505.0CNY

  • Detail
  • Alfa Aesar

  • (A12249)  4-Chlorobutyryl chloride, 98%   

  • 4635-59-0

  • 1000g

  • 1932.0CNY

  • Detail

4635-59-0Relevant academic research and scientific papers

Intramolecular Cyclization of Brominated Oxime Ether Promoted with Ytterbium(0) to the Synthesis of Cyclic Imines

Wang, Yiqiong,Huang, Fei,Zhang, Songlin

supporting information, p. 5178 - 5181 (2020/08/13)

The first utility of ytterbium(0) as a mediating-metal in the intramolecular cyclization of brominated oxime ether was reported in this paper. In contrast to the prior methods, the N–O bond was used as a receptor of nucleophilic reagent, rather than as a source of N-centered radicals. Cyclic imines were obtained in this one-pot reaction with a broad scope of substrates and feasible reaction conditions.

Monoterpenoid-based inhibitors of filoviruses targeting the glycoprotein-mediated entry process

Baev, Dmitriy S.,Maksyutov, Rinat A.,Mordvinova, Ekaterina D.,Pyankov, Oleg V.,Salakhutdinov, Nariman F.,Shcherbakov, Dmitriy N.,Shcherbakova, Nadezhda S.,Sokolova, Anastasiya S.,Tolstikova, Tatyana G.,Yarovaya, Olga I.,Zaykovskaya, Anna V.,Zybkina, Anastasiya V.

, (2020/09/09)

In this study, we screened a large library of (+)-camphor and (?)-borneol derivatives to assess their filovirus entry inhibition activities using pseudotype systems. Structure-activity relationship studies revealed several compounds exhibiting submicromolar IC50 values. These compounds were evaluated for their effect against natural Ebola virus (EBOV) and Marburg virus. Compound 3b (As-358) exhibited the good antiviral potency (IC50 = 3.7 μM, SI = 118) against Marburg virus, while the hydrochloride salt of this compound 3b·HCl had a strong inhibitory effect against Ebola virus (IC50 = 9.1 μM, SI = 31) and good in vivo safety (LD50 > 1000 mg/kg). The results of molecular docking and in vitro mutagenesis analyses suggest that the synthesized compounds bind to the active binding site of EBOV glycoprotein similar to the known inhibitor toremifene.

FGFR INHIBITOR AND APPLICATION THEREOF

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Paragraph 0249-0250, (2020/01/22)

An azatricyclic compound (as represented by formula I) which acts as an inhibitor of fibroblast growth factor receptors (FGFR), as well as a pharmaceutical composition thereof, a preparation method, and a use therefor in the treatment of FGFR-mediated diseases. The azatricyclic compound exerts an effect by means of participating in the regulation of a plurality of processes such as cell proliferation, apoptosis, migration, neovascularization, and the like. AA%%%Formula (I).

Method for long-term stable preparation of 4-chlorobutyryl chloride

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Paragraph 0042-0068, (2020/08/27)

The invention relates to a synthesis method of 4-chlorobutyryl chloride, which is characterized in that gamma-butyrolactone and di (trichloromethyl) carbonate are used as reaction raw materials, and aspecific amine catalyst is used for chlorination reaction to obtain the 4-chlorobutyryl chloride. Wherein the amine catalyst is an intercalation product obtained after aluminum dihydrogen tripolyphosphate reacts with a complex of organic amine and copper, and the structure is disclosed in the invention, and R is alkyl and aryl.

Iminyl Radicals by Reductive Cleavage of N-O Bond in Oxime Ether Promoted by SmI2: A Straightforward Synthesis of Five-Membered Cyclic Imines

Huang, Fei,Zhang, Songlin

supporting information, p. 7430 - 7434 (2019/10/11)

A new generation method of N-centered radicals from the reductive cleavage of the N-O bond in oxime ether promoted by SmI2 is reported for the first time. The in-situ-generated N-centered radicals underwent intramolecular cyclization to afford five-membered cyclic imines in two manners: N-centered radical addition and N-centered anion nucleophilic substitution. From a synthetic point of view, an efficient synthetic method of five-membered cyclic imines was developed. A mechanism of the transformation was proposed.

Synthesis of Piperidine Derivatives by Rhodium- Catalyzed Tandem Reaction of N-Sulfonyl-1,2,3-Triazole and Vinyl Ether

Yu, Sisi,An, Yuehui,Wang, Wenlin,Xu, Ze-Feng,Li, Chuan-Ying

supporting information, p. 2125 - 2130 (2018/04/17)

A chemoselective tandem reaction of 4-acyloxymethylene-1-sulfonyl-1,2,3-triazole and vinyl ether was reported, producing polysubstituted piperidine derivatives in up to 96% yield. The key intermediate N-sulfonyl 1-azadiene generated by migration of the OAc group to the α-imino rhodium carbene was isolated and a plausible mechanism was proposed. Several related ring systems were constructed from the highly functionalized products. (Figure presented.).

Discovery of a New Class of Inhibitors of Vaccinia Virus Based on (?)-Borneol from Abies sibirica and (+)-Camphor

Sokolova, Anastasiya S.,Yarovaya, Olga I.,Bormotov, Nikolay I.,Shishkina, Larisa N.,Salakhutdinov, Nariman F.

, (2018/09/06)

A series of the bornyl ester/amide derivatives with N-containing heterocycles were designed and synthesized as vaccinia virus (VV) inhibitors. Bioassay results showed that among the designed compounds, derivatives 6, 13, 14, 34, 36 and 37 showed the best inhibitory activity against VV with the IC50 values of 12.9, 17.9, 3.4, 2.5, 12.5 and 7.5 μm, respectively, and good cytotoxicity. The primary structure–activity relationship (SAR) study suggested that the combination of a saturated N-heterocycle, such as morpholine or 4-methylpiperidine, and a 1,7,7-trimethylbicyclo[2.2.1]heptane scaffold was favorable for antiviral activity.

Method for synthesizing 4-chlorobutyryl chloride

-

Paragraph 0035-0058, (2018/12/13)

The invention relates to a method for synthesizing 4-chlorobutyryl chloride, which is characterized in that gamma-butyrolactone and di(trichloromethyl) carbonate are used as reaction raw materials, and a specific amine catalyst is used for carrying out chlorination reaction to obtain 4-chlorobutyryl chloride, wherein, the amine catalyst is an intercalation product obtained by reacting aluminum dihydrogen tripolyphosphate with an organic amine, and the structure thereof is as follows: the formulas are shown in the specification, wherein R is an alkyl group and an aromatic group.

QUINAZOLINE DERIVATIVE

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Paragraph 0088, (2017/07/04)

Provided are a quinazoline derivative, a pharmaceutical composition containing the same, a method for preparation of said derivative, and an application of same as an anti-cancer drug.

Photoinduced, Copper-Catalyzed Decarboxylative C-N Coupling to Generate Protected Amines: An Alternative to the Curtius Rearrangement

Zhao, Wei,Wurz, Ryan P.,Peters, Jonas C.,Fu, Gregory C.

supporting information, p. 12153 - 12156 (2017/09/12)

The Curtius rearrangement is a classic, powerful method for converting carboxylic acids into protected amines, but its widespread use is impeded by safety issues (the need to handle azides). We have developed an alternative to the Curtius rearrangement that employs a copper catalyst in combination with blue-LED irradiation to achieve the decarboxylative coupling of aliphatic carboxylic acid derivatives (specifically, readily available N-hydroxyphthalimide esters) to afford protected amines under mild conditions. This C-N bond-forming process is compatible with a wide array of functional groups, including an alcohol, aldehyde, epoxide, indole, nitroalkane, and sulfide. Control reactions and mechanistic studies are consistent with the hypothesis that copper species are engaged in both the photochemistry and the key bond-forming step, which occurs through out-of-cage coupling of an alkyl radical.

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