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t-Butyl 5-bromoindoline-1-carboxylate is a brominated indoline derivative, which is a product of biocatalyzed halogenation of nucleobase analogs. It is characterized by its white solid appearance and is known for its role in the synthetic preparation of biologically active compounds.

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  • 261732-38-1 Structure
  • Basic information

    1. Product Name: tert-butyl 5-bromoindoline-1-carboxylate
    2. Synonyms: tert-butyl 5-bromoindoline-1-carboxylate;N-Boc-5-bromoindoline;1-BOC-5-bromoindoline;tert-Butyl 5-bromo-2,3-dihydroindole-1-carboxylate;5-Bromo-1-(tert-butyloxycarbonyl)-2,3-dihydro-1H-indole;1H-Indole-1-carboxylicacid,5-broMo-2,3-dihydro-,1,1-diMethylethylester;tert-butyl 5-broMo-2,3-dihydro-1H-indole-1-carboxylate;1,1-DiMethylethyl 5-broMo-2,3-dihydro-1H-indole-1-carboxylate
    3. CAS NO:261732-38-1
    4. Molecular Formula: C13H16BrNO2
    5. Molecular Weight: 298.19
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 261732-38-1.mol
  • Chemical Properties

    1. Melting Point: 126-128°C
    2. Boiling Point: 363℃
    3. Flash Point: 173℃
    4. Appearance: /
    5. Density: 1.400
    6. Refractive Index: N/A
    7. Storage Temp.: 2-8°C
    8. Solubility: N/A
    9. PKA: -0.02±0.20(Predicted)
    10. CAS DataBase Reference: tert-butyl 5-bromoindoline-1-carboxylate(CAS DataBase Reference)
    11. NIST Chemistry Reference: tert-butyl 5-bromoindoline-1-carboxylate(261732-38-1)
    12. EPA Substance Registry System: tert-butyl 5-bromoindoline-1-carboxylate(261732-38-1)
  • Safety Data

    1. Hazard Codes: T,N
    2. Statements: 25-36/37/38-50/53
    3. Safety Statements: 26-45-60-61
    4. RIDADR: UN2811 - class 6.1 - PG 3 - EHS - Toxic solids, organic, n.o.s.,
    5. WGK Germany: 3
    6. RTECS:
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 261732-38-1(Hazardous Substances Data)

261732-38-1 Usage

Uses

Used in Pharmaceutical Industry:
t-Butyl 5-bromoindoline-1-carboxylate is used as a key intermediate in the synthesis of biologically active compounds, specifically for the preparation of selective human β3 adrenergic receptor agonists. These agonists have potential applications in the treatment of various medical conditions, such as obesity and type 2 diabetes, due to their ability to modulate metabolic processes and increase energy expenditure.
Used in Chemical Research:
As a brominated indoline derivative, t-Butyl 5-bromoindoline-1-carboxylate is also utilized in chemical research for the development of new compounds with potential applications in various fields, including pharmaceuticals, agrochemicals, and materials science. Its unique structure and reactivity make it a valuable building block for the design and synthesis of novel molecules with specific biological activities or material properties.

Check Digit Verification of cas no

The CAS Registry Mumber 261732-38-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,6,1,7,3 and 2 respectively; the second part has 2 digits, 3 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 261732-38:
(8*2)+(7*6)+(6*1)+(5*7)+(4*3)+(3*2)+(2*3)+(1*8)=131
131 % 10 = 1
So 261732-38-1 is a valid CAS Registry Number.

261732-38-1 Well-known Company Product Price

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

  • (H59341)  1-Boc-5-bromoindoline, 97%   

  • 261732-38-1

  • 250mg

  • 546.0CNY

  • Detail
  • Alfa Aesar

  • (H59341)  1-Boc-5-bromoindoline, 97%   

  • 261732-38-1

  • 1g

  • 1747.0CNY

  • Detail

261732-38-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name tert-butyl 5-bromo-2,3-dihydroindole-1-carboxylate

1.2 Other means of identification

Product number -
Other names 5-bromo-2,3-dihydro-indole-5-carboxylic acid tert-butyl ester

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:261732-38-1 SDS

261732-38-1Relevant articles and documents

Allyl amine compound and application thereof

-

, (2020/08/12)

The invention belongs to the technical field of medicines, and particularly relates to an allyl amine compound shown as a formula I or pharmaceutically acceptable salt, ester, stereoisomer and tautomer thereof, wherein R1, R2, R3, R4, R5, R6, L1 and Cy1 are defined in the specification. The invention also relates to pharmaceutical preparations and pharmaceutical compositions containing the compound, and application of the compound in prevention and/or treatment of diseases related to SSAO/VAP-1 protein or mediated by the SSAO/VAP-1 protein.

4-aminopyrrolopyrimidine derivative and preparation method and application thereof

-

Paragraph 0137-0138; 0141; 0151-0152, (2020/05/14)

The invention relates to a 4-aminopyrrolopyrimidine derivative and a preparation method and application thereof, and belongs to the field of medicines. The invention provides a compound shown as a formula I or pharmaceutically acceptable salt thereof. The

Synthesis and Pharmacological Evaluation of Noncatechol G Protein Biased and Unbiased Dopamine D1 Receptor Agonists

Wang, Pingyuan,Felsing, Daniel E.,Chen, Haiying,Raval, Sweta R.,Allen, John A.,Zhou, Jia

supporting information, p. 792 - 799 (2019/05/02)

Noncatechol heterocycles have recently been discovered as potent and selective G protein biased dopamine 1 receptor (D1R) agonists with superior pharmacokinetic properties. To determine the structure-activity relationships centered on G protein or β-arrestin signaling bias, systematic medicinal chemistry was employed around three aromatic pharmacophores of the lead compound 5 (PF2334), generating a series of new molecules that were evaluated at both D1R Gs-dependent cAMP signaling and β-arrestin recruitment in HEK293 cells. Here, we report the chemical synthesis, pharmacological evaluation, and molecular docking studies leading to the identification of two novel noncatechol D1R agonists that are a subnanomolar potent unbiased ligand 19 (PW0441) and a nanomolar potent complete G protein biased ligand 24 (PW0464), respectively. These novel D1R agonists provide important tools to study D1R activation and signaling bias in both health and disease.

CANCER TREATMENTS TARGETING CANCER STEM CELLS

-

Paragraph 0331; 0337-0339, (2019/11/19)

Disclosed are compounds, methods, compositions, and kits that allow for treating cancer by, e.g., targeting cancer stem cells. In some embodiments, the cancer is colorectal cancer, gastric cancer, gastrointestinal stromal tumor, ovarian cancer, lung cancer, breast cancer, pancreatic cancer, prostate cancer, testicular cancer, or lymphoma. In some embodiments, the cancer is liver cancer, endometrial cancer, leukemia, or multiple myeloma. The compounds utilized in the disclosure are of Formula (0), (O'), and (I):

Identification of 5-(2,3-Dihydro-1 H-indol-5-yl)-7 H-pyrrolo[2,3- d]pyrimidin-4-amine Derivatives as a New Class of Receptor-Interacting Protein Kinase 1 (RIPK1) Inhibitors, Which Showed Potent Activity in a Tumor Metastasis Model

Li, Yueshan,Xiong, Yu,Zhang, Guo,Zhang, Liting,Yang, Wei,Yang, Jiao,Huang, Luyi,Qiao, Zeen,Miao, Zhuang,Lin, Guifeng,Sun, Qiu,Niu, Ting,Chen, Lijuan,Niu, Dawen,Li, Linli,Yang, Shengyong

, p. 11398 - 11414 (2019/01/08)

We herein report the structural optimization and structure-activity relationship studies of 5-(2,3-dihydro-1H-indol-5-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine derivatives as a new class of receptor-interacting protein kinase 1 (RIPK1) inhibitors. Among all obtained RIPK1 inhibitors, 1-(5-{4-amino-7-ethyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl}-2,3-dihydro-1H-indol-1-yl)-2-[3-(trifluoromethoxy)phenyl]ethan-1-one (22b) is the most active one. This compound potently inhibited RIPK1 with a binding affinity (KD) of 0.004 μM and an enzymatic IC50 value of 0.011 μM and also showed good kinase selectivity. It could efficiently protect cells from necroptosis and attenuate the necrotic cell death of vascular endothelial cells induced by tumor cells both in vitro and in vivo. Importantly, compound 22b exhibited excellent antimetastasis activity in the experimental B16 melanoma lung metastasis model. It also displayed favorable pharmacokinetic properties. Collectively, 22b could be a promising agent for preventing tumor metastasis.

4,5,6,7-TETRAHYDRO-1 H-PYRAZOLO[4,3-C]PYRIDIN-3-AMINE COMPOUNDS AS CBP AND/OR EP300 INHIBITORS

-

Page/Page column 300, (2016/06/14)

The present invention relates to compounds of formula (I) or formula (II): and to salts thereof, wherein R1-R4 of formula (I) and R1-R3 of formula (II) have any of the values defined herein, and compositions and uses thereof. The compounds are useful as inhibitors of CBP and/or EP300. Also included are pharmaceutical compositions comprising a compound of formula (I) of formula (II) or a pharmaceutically acceptable salt thereof, and methods of using such compounds and salts in the treatment of various CBP and/or EP300-mediated disorders.

HETEROCYCLIC CGRP RECEPTOR ANTAGONISTS

-

Page/Page column 81, (2016/05/19)

The present invention is directed to heterocyclic compounds which are antagonists of CGRP receptors and may be useful in the treatment or prevention of diseases in which CGRP is involved, such as migraine. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which CGRP is involved.

Pesticidal compositions and processes related thereto

-

, (2016/01/09)

This document discloses molecules having the following formula (“Formula One”): and processes associated therewith.

Discovery of a novel series of N-phenylindoline-5-sulfonamide derivatives as potent, selective, and orally bioavailable Acyl CoA:monoacylglycerol acyltransferase-2 inhibitors

Sato, Kenjiro,Takahagi, Hiroki,Yoshikawa, Takeshi,Morimoto, Shinji,Takai, Takafumi,Hidaka, Kousuke,Kamaura, Masahiro,Kubo, Osamu,Adachi, Ryutaro,Ishii, Tsuyoshi,Maki, Toshiyuki,Mochida, Taisuke,Takekawa, Shiro,Nakakariya, Masanori,Amano, Nobuyuki,Kitazaki, Tomoyuki

supporting information, p. 3892 - 3909 (2015/05/27)

Acyl CoA:monoacylglycerol acyltransferase-2 (MGAT2) has attracted interest as a novel target for the treatment of obesity and metabolic diseases. Starting from N-phenylbenzenesulfonamide derivative 1 with moderate potency for MGAT2 inhibition, we explored

INDOLINE DERIVATIVES AS INHIBITORS OF PERK

-

Page/Page column 73; 74, (2015/05/05)

The invention is directed to substituted indoline derivatives. Specifically, the invention is directed to compounds according to Formula I: (I) wherein R1, R2 and R3 are defined herein. The compounds of the invention are inhibitors of PERK and can be usef

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