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1-(Ethoxycarbonyl)cyclopropanecarboxylic acid, also known as cyclopropanecarboxylic acid with an ethoxycarbonyl group, is an organic compound characterized by its unique cyclopropane ring structure and functional groups. It is a versatile molecule with potential applications in various industries due to its chemical properties and reactivity.

3697-66-3

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3697-66-3 Usage

Uses

Used in Pharmaceutical Industry:
1-(Ethoxycarbonyl)cyclopropanecarboxylic acid is used as a key intermediate in the synthesis of broad-spectrum anticancer medicine cabozantinib. It plays a crucial role in the development of this medication, which targets multiple receptor tyrosine kinases (RTKs) involved in tumor growth, angiogenesis, and metastasis, making it a valuable compound in the fight against various types of cancer.

Check Digit Verification of cas no

The CAS Registry Mumber 3697-66-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,6,9 and 7 respectively; the second part has 2 digits, 6 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 3697-66:
(6*3)+(5*6)+(4*9)+(3*7)+(2*6)+(1*6)=123
123 % 10 = 3
So 3697-66-3 is a valid CAS Registry Number.

3697-66-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-(Ethoxycarbonyl)cyclopropanecarboxylic acid

1.2 Other means of identification

Product number -
Other names cyclopropane-1,1-dicarboxylic acid monoethyl 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:3697-66-3 SDS

3697-66-3Relevant academic research and scientific papers

Efficient method for removal of a carboxylic acid moiety from sterically crowded cyclopropanedicarboxylic acid derivatives

Hell, Zoltan,Toke, Laszlo

, p. 2127 - 2133 (1996)

A versatile method was developed to the dealkoxycarbonylation of sterically crowded cyclopropanecarboxylic acid derivatives via a nonhydrolytic ester cleavage followed by a Barton-type decarboxylation.

BICYCLIC KETONE COMPOUNDS AND METHODS OF USE THEREOF

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Page/Page column 124; 125, (2019/02/02)

The invention provides novel compounds having the general formula (I): (I) wherein R1, the A ring and the B ring are as described herein, pharmaceutical compositions including the compounds, and methods of using the compounds.

SPIROCYCLE COMPOUNDS AND METHODS OF MAKING AND USING SAME

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Paragraph 00318, (2019/03/17)

Provided herein are compounds and compositions useful as modulators of MAGL. Furthermore, the subject compounds and compositions are useful for the treatment of pain.

A 4, 7 - diaza spiro [2.5] octane -7 - formic acid tert-butyl synthetic method

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Paragraph 0038; 0051; 0055; 0056, (2019/01/08)

The invention belongs to the technical field of chemical synthesis of N-heterocycle-containing drug intermediates, and particularly relates to a synthesis method of tert-butyl 4,7-diazaspiro[2.5]octyl-7-formate. By using diethyl malonate as a raw material, cyclization reaction, Hofmann reaction, hydrolysis reaction, acylation reaction for recyclization, reduction reaction and the like are performed to conveniently synthesize the target compound product. The method has the advantages of simple synthesis technique, cheap and accessible raw materials, mild reaction conditions, high controllability, low cost and high yield, and is convenient to operate.

TYROSINE KINASE INHIBITOR AND PHARMACEUTICAL COMPOSITION COMPRISING SAME

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Paragraph 0380; 0381, (2018/03/25)

The present invention relates to a tyrosine kinase inhibitor and a pharmaceutical composition comprising same. The tyrosine kinase inhibitor of the present invention has the structures as shown in the following formula (I) or (II):

PYRIDAZINE DERIVATIVES AS RORC MODULATORS

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Page/Page column 192, (2018/05/24)

Compounds of formula (I): (I) or pharmaceutical salts thereof, wherein m, n,, p, q A, B, Ri, R2, R3, R4, R5, R6and R7are as defined herein. Also disclosed are methods of making the compounds and using the compounds as RORs modulators for treatment of inflammatory diseases such as arthritis.

A tyrosine kinase inhibitor and intermediate preparation method

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Paragraph 0124-0126, (2017/10/13)

The invention provides preparation methods of a tyrosine kinase inhibitor and intermediates thereof, specifically preparation methods of N-[3-fluoro-4-[[6-methoxy-7-[oxy]quinolin-4-yl]oxy]phenyl]-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide (Foretinib), and analogs and intermediates thereof. 1,1-cyclopropane dicarboxylic acid diester is used as the raw material to prepare a compound of the formula VI; and the compound of the formula VI is hydrolyzed and then reacts with a compound of the formula VIII, so as to prepare the Foretinib and the analogs thereof. The condition of each reaction step is mild, the preparation method is easy to operate, the price of the raw materials is low, and thus the production cost is reduced, the yield is relatively high, and the preparation methods are suitable for industrialized production.

Controlling Plasma Stability of Hydroxamic Acids: A MedChem Toolbox

Hermant, Paul,Bosc, Damien,Piveteau, Catherine,Gealageas, Ronan,Lam, Baovy,Ronco, Cyril,Roignant, Matthieu,Tolojanahary, Hasina,Jean, Ludovic,Renard, Pierre-Yves,Lemdani, Mohamed,Bourotte, Marilyne,Herledan, Adrien,Bedart, Corentin,Biela, Alexandre,Leroux, Florence,Deprez, Benoit,Deprez-Poulain, Rebecca

, p. 9067 - 9089 (2017/11/14)

Hydroxamic acids are outstanding zinc chelating groups that can be used to design potent and selective metalloenzyme inhibitors in various therapeutic areas. Some hydroxamic acids display a high plasma clearance resulting in poor in vivo activity, though they may be very potent compounds in vitro. We designed a 57-member library of hydroxamic acids to explore the structure-plasma stability relationships in these series and to identify which enzyme(s) and which pharmacophores are critical for plasma stability. Arylesterases and carboxylesterases were identified as the main metabolic enzymes for hydroxamic acids. Finally, we suggest structural features to be introduced or removed to improve stability. This work thus provides the first medicinal chemistry toolbox (experimental procedures and structural guidance) to assess and control the plasma stability of hydroxamic acids and realize their full potential as in vivo pharmacological probes and therapeutic agents. This study is particularly relevant to preclinical development as it allows obtaining compounds equally stable in human and rodent models.

AMINO ESTER DERIVATIVES, SALTS THEREOF AND METHODS OF USE

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Paragraph 0384, (2016/08/17)

The present invention provides amino ester compounds, salts, and pharmaceutical formulations thereof useful in modulating the protein tyrosine kinase activity, and in modulating inter- and/or intra-cellular signaling. The invention also provides pharmaceutically acceptable compositions comprising such compounds and methods of using the compositions in the treatment of hyperproliferative disorders in mammals, especially humans.

A tyrosine kinase inhibitor and wherein the intermediate preparation method

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Paragraph 0066; 0067; 0068, (2016/10/10)

The invention relates to a preparation method for a tyrosine kinase inhibitor and a midbody thereof. According to the method, a compound 1,1-cyclopropane dicarboxylic acid diester is taken as a raw material, and 1-((4-((6,7-dimethoxy quinoline-4-yl) oxy)

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