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4-Amino-5-bromo-2-chloropyrimidine is a heterocyclic organic compound characterized by the presence of a pyrimidine ring with a 4-amino group, a 5-bromo atom, and a 2-chloro atom. It is a versatile intermediate in the synthesis of various chemical compounds and has potential applications in research, pharmaceuticals, and agrochemicals.

205672-25-9

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205672-25-9 Usage

Uses

Used in Research Chemicals:
4-Amino-5-bromo-2-chloropyrimidine is used as a research chemical for the development and study of pyrimidine Schiff bases, which exhibit antibacterial, antioxidant, anti-inflammatory, and antifungal properties.
Used in Organic Synthesis:
4-Amino-5-bromo-2-chloropyrimidine is used as an important raw material and intermediate in organic synthesis, enabling the production of a wide range of chemical compounds.
Used in Pharmaceuticals:
4-Amino-5-bromo-2-chloropyrimidine is used as a key intermediate in the synthesis of pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemicals:
4-Amino-5-bromo-2-chloropyrimidine is used as a vital component in the production of agrochemicals, such as pesticides and herbicides, to improve crop protection and yield.

Check Digit Verification of cas no

The CAS Registry Mumber 205672-25-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,0,5,6,7 and 2 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 205672-25:
(8*2)+(7*0)+(6*5)+(5*6)+(4*7)+(3*2)+(2*2)+(1*5)=119
119 % 10 = 9
So 205672-25-9 is a valid CAS Registry Number.
InChI:InChI=1/C4H3BrClN3/c5-2-1-8-4(6)9-3(2)7/h1H,(H2,7,8,9)

205672-25-9 Well-known Company Product Price

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

  • (H61429)  4-Amino-5-bromo-2-chloropyrimidine, 95%   

  • 205672-25-9

  • 1g

  • 217.0CNY

  • Detail
  • Alfa Aesar

  • (H61429)  4-Amino-5-bromo-2-chloropyrimidine, 95%   

  • 205672-25-9

  • 5g

  • 927.0CNY

  • Detail
  • Alfa Aesar

  • (H61429)  4-Amino-5-bromo-2-chloropyrimidine, 95%   

  • 205672-25-9

  • 25g

  • 4417.0CNY

  • Detail

205672-25-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-bromo-2-chloropyrimidin-4-amine

1.2 Other means of identification

Product number -
Other names 5-bromo-2-chloropyrimidin-4-ylamine

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:205672-25-9 SDS

205672-25-9Relevant academic research and scientific papers

The synthesis and SAR of 2-amino-pyrrolo[2,3-d]pyrimidines: A new class of Aurora-A kinase inhibitors

Moriarty, Kevin J.,Koblish, Holly K.,Garrabrant, Thomas,Maisuria, Jahanvi,Khalil, Ehab,Ali, Farah,Petrounia, Ioanna P.,Crysler, Carl S.,Maroney, Anna C.,Johnson, Dana L.,Galemmo Jr., Robert A.

, p. 5778 - 5783 (2006)

A new class of Aurora-A inhibitors have been identified based on the 2-amino-pyrrolo[2,3-d]pyrimidine scaffold. Here, we describe the synthesis and SAR of this novel series. We report compounds which exhibit nanomolar activity in the Aurora-A biochemical

Development of the First Covalent Monopolar Spindle Kinase 1 (MPS1/TTK) Inhibitor

Chaikuad, Apirat,Cou?ago, Rafael M.,Da Silva Santiago, André,Dos Reis, Caio V.,Gehringer, Matthias,Gerstenecker, Stefan,Hu, Zexi,Knapp, Stefan,Kudolo, Mark,Laufer, Stefan,Massirer, Katlin B.,Mezzomo, Priscila,Schwalm, Martin P.,Serafim, Ricardo A. M.,Takarada, Jessica E.,Zender, Lars

supporting information, p. 3173 - 3192 (2022/02/25)

Monopolar spindle kinase 1 (MPS1/TTK) is a key element of the mitotic checkpoint and clinically evaluated as a target in the treatment of aggressive tumors such as triple-negative breast cancer. While long drug-target residence times have been suggested to be beneficial in the context of therapeutic MPS1 inhibition, no irreversible inhibitors have been reported. Here we present the design and characterization of the first irreversible covalent MPS1 inhibitor, RMS-07, targeting a poorly conserved cysteine in the kinase's hinge region. RMS-07 shows potent MPS1 inhibitory activity and selectivity against all protein kinases with an equivalent cysteine but also in a broader kinase panel. We demonstrate potent cellular target engagement and pronounced activity against various cancer cell lines. The covalent binding mode was validated by mass spectrometry and an X-ray crystal structure. This proof of MPS1 covalent ligandability may open new avenues for the design of MPS1-specific chemical probes or drugs.

Preparation method of palbociclib parent nucleus structure compound

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Paragraph 0063-0065, (2020/07/15)

The invention provides a preparation method of a palbociclib mother nucleus structure compound. The preparation method comprises the following step: preparing the palbociclib parent nucleus structurecompound as shown in a formula (I) which is described in the specification by taking cytosine or an intermediate 1 or an intermediate 2 as a starting raw material, wherein the intermediate 1 and the intermediate 2 are as described in the specification, and X is selected from halogen. The method is wide in the source of the starting material, simple in operation process, less in side reaction and high in purity, and accords with the concept of modern green industrial production.

Preparation method for 5-bromo-2-chloro-N-cyclopentylpyrimidine-4-amine

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Paragraph 0133-0138; 0144-0147; 0151-0154; 0158-0161, (2020/02/08)

The invention relates to the field of pharmaceutical synthesis, and discloses a preparation method for 5-bromo-2-chloro-N-cyclopentylpyrimidine-4-amine. The method is capable of firstly using 5-bromo-2,4-dichloropyrimidine as a raw material, and preparing the 5-bromo-2-chloro-N-cyclopentylpyrimidine-4-amine through two steps of ammonification and alkylation. The side reactions are less, the yieldand the purity are high, and the quality is stable. Cyclopentylamine is not used, so a defect that difficultly separated by-products are easily generated while the cyclopentylamine is used as an amination reagent is overcome.

Compound and organic electroluminescent device

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Paragraph 0165; 0166; 0167; 0168, (2019/01/08)

The invention provides a compound, which is shown as a following general formula (I) or (II) in the specification, wherein, X is selected from CR 4 or N; R 1 to R 4 are respectively and independentlyselected from hydrogen, C1-C10 alkyl groups, substituted or unsubstituted C5 -C60 aryl or heteroaryl groups, the substituent of aryl or heteroaryl groups is selected from deuterium, fluorine, methyl group, methoxy group, cyano group, phenyl group, biphenyl group, naphthyl group, phenanthryl group, and substituted or unsubstituted anthracyl group, the substituent of the anthracyl group is selectedfrom the group consisting of phenyl, biphenyl, terphenyl, naphthyl, and phenanthryl; and a dotted line and Cy in the general formula (II) represent a five- or six-membered aromatic or heteroaromatic ring fused to a pyrimidine ring. The compound can be used in an organic electroluminescent device. The invention also provides an organic electroluminescent device comprising the above compound.

PROGNOSTIC BIOMARKERS FOR TTK INHIBITOR CHEMOTHERAPY

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Page/Page column 29, (2016/10/31)

The present invention provides a method for identifying a tumor - in a human individual or in an animal - that is susceptible to treatment with a TTK inhibitor, said method comprising: a] providing a sample of a tumor; b] determining the presence of a mutated CTNNB1 gene in said tumor sample, wherein said mutation is located in exon 3 of CTNNB1 and whereby the presence of a mutated CTNNB1 gene indicates that the tumor is susceptible to treatment with a TTK inhibitor. In an alternative aspect, step b] of the above defined method is replaced by the step of determining the presence of a mutated CTNNB1 protein in said tumor sample, wherein said mutation is located in exon 3 of CTNNB1 and whereby the presence of a mutated CTNNB1 protein indicates that the tumor is susceptible to treatment with a TTK inhibitor. In a further alternative, step b] comprises determining an altered expression of a CTNNB1 regulated gene, whereby an altered expression of a CTNNB1 regulated gene indicates that the tumor is susceptible to treatment with a TTK inhibitor.

(5,6-DIHYDRO)PYRIMIDO[4,5-E]INDOLIZINES

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Page/Page column 24, (2015/11/17)

The invention relates to a compound of Formula (I) wherein, R1 and R2 independently are selected from the group consisting of optionally substituted (6-10C)aryl and (1-5C)heteroaryl groups. The compounds can be used in pharmaceutical compositions, in particular in the treatment of cancer.

COMPOUNDS FOR REGULATING FAK AND/OR SRC PATHWAYS

-

Page/Page column 170, (2015/03/28)

The present application provides novel optionally substituted fused pyridine and pyrimidine bicyclic compounds and pharmaceutically acceptable salts thereof. Also provided are methods for preparing these compounds. These compounds are useful in co-regulating FAK and/or Src activity by administering a therapeutically effective amount of one or more of the compounds to a subject. By doing so, these compounds are effective in treating conditions associated with the dysregulation of the FAK and/or Src pathway. Advantageously, these compounds perform as dual FAK and/or Src inhibitors. A variety of conditions can be treated using these compounds and include diseases which are characterized by inflammation or abnormal cellular proliferation. In one embodiment, the disease is cancer.

Novel Mps1 kinase inhibitors: From purine to pyrrolopyrimidine and quinazoline leads

Bursavich, Matthew G.,Dastrup, David,Shenderovich, Mark,Yager, Kraig M.,Cimbora, Daniel M.,Williams, Brandi,Kumar, D. Vijay

, p. 6829 - 6833 (2014/01/06)

Mps1, also known as TTK, is a mitotic checkpoint protein kinase that has become a promising new target of cancer research. In an effort to improve the lead-likeness of our recent Mps1 purine lead compounds, a scaffold hopping exercise has been undertaken.

HETEROCYCLIC INHIBITORS OF HISTAMINE RECEPTORS FOR THE TREATMENT OF DISEASE

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Page/Page column 125; 126, (2011/10/05)

The present invention relates to compounds and methods which may be useful as inhibitors of H4R for the treatment or prevention of inflammatory, autoimmune, allergic, and ocular diseases.

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