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cis/trans 1,2-cyclopropanedicarboxylic acid is a unique compound characterized by the presence of two carboxylic acid groups attached to a cyclopropane ring. It is distinguished by its two isomers, the cis and trans forms, which differ in the spatial orientation of the carboxylic acid groups around the cyclopropane ring. cis/trans 1,2-cyclopropanedicarboxylic acid is known for its distinctive structure and properties, making it a valuable building block in the synthesis of complex organic molecules.

1489-58-3

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1489-58-3 Usage

Uses

Used in Organic Synthesis:
cis/trans 1,2-cyclopropanedicarboxylic acid is utilized as a key intermediate in organic synthesis for the creation of a variety of complex organic molecules. Its unique structure allows for versatile reactions and the formation of diverse chemical products.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, cis/trans 1,2-cyclopropanedicarboxylic acid serves as a crucial component in the development of new drugs and molecules with specific biological activities. Its potential to form stable complexes with metal ions and other molecules contributes to its role in medicinal chemistry.
Used in Material Science:
cis/trans 1,2-cyclopropanedicarboxylic acid is applied in material science for its potential to contribute to the development of new materials with unique properties. Its ability to form stable complexes can enhance the performance of materials in various applications.
Used in Catalysis:
cis/trans 1,2-cyclopropanedicarboxylic acid is also employed in catalysis, where its capacity to form stable complexes with metal ions and other molecules can improve the efficiency and selectivity of catalytic processes.
Overall, cis/trans 1,2-cyclopropanedicarboxylic acid is a versatile and significant chemical compound with a broad spectrum of potential applications across different industries, including organic synthesis, pharmaceuticals, material science, and catalysis.

Check Digit Verification of cas no

The CAS Registry Mumber 1489-58-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,4,8 and 9 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 1489-58:
(6*1)+(5*4)+(4*8)+(3*9)+(2*5)+(1*8)=103
103 % 10 = 3
So 1489-58-3 is a valid CAS Registry Number.
InChI:InChI=1/C5H6O4/c6-4(7)2-1-3(2)5(8)9/h2-3H,1H2,(H,6,7)(H,8,9)

1489-58-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,2-Cyclopropanedicarboxylic acid

1.2 Other means of identification

Product number -
Other names Cyclopropan-1,2-dicarbonsaeure

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:1489-58-3 SDS

1489-58-3Relevant academic research and scientific papers

IMIDAZOLIDINONE DERIVATIVES AS INHIBITORS OF PERK

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Page/Page column 92, (2017/04/11)

The invention is directed to substituted imidazolidinone derivatives. Specifically, the invention is directed to compounds according to Formula I (I) wherein R1, R2, R3, R4, R5, R6, R7, X, Y1, Y2 and Z are defined herein. The compounds of the invention are inhibitors of PERK and can be useful in the treatment of cancer, pre-cancerous syndromes, as Alzheimer's disease, neuropathic pain, spinal cord injury, traumatic brain injury, ischemic stroke, stroke, Parkinson disease, diabetes, metabolic syndrome, metabolic disorders, Huntington's disease, Creutzfeldt-Jakob Disease, fatal familial insomnia, Gerstmann-Str?ussler-Scheinker syndrome, and related prion diseases, amyotrophic lateral sclerosis, progressive supranuclear palsy, myocardial infarction, cardiovascular disease, inflammation, organ fibrosis, chronic and acute diseases of the liver, fatty liver disease, liver steatosis, liver fibrosis, chronic and acute diseases of the lung, lung fibrosis, chronic and acute diseases of the kidney, kidney fibrosis, chronic traumatic encephalopathy (CTE), neurodegeneration, dementias, frontotemporal dementias, tauopathies, Pick's disease, Neimann-Pick's disease, amyloidosis, cognitive impairment, atherosclerosis, ocular diseases, arrhythmias, in organ transplantation and in the transportation of organs for transplantation. Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention is still further directed to methods of inhibiting PERK activity and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.

An efficient and improved process for the scale-up preparation of cis-cyclopropanediamine dihydrochloride

Wang, Fan,Xu, Xiao-Ying,Wang, Fei-Ying,Peng, Lin,Zhang, Yong,Wang, Liang-Liang,Wang, Li-Xin

, p. 741 - 744 (2016/03/25)

An effective and improved process for the preparation of cis-cyclopro panediamine dihydrochloride was developed in a 100 g scale. The key step in the process is the preparation of ciscyclopropane-1, 2-dicarboxylic acid from a mixture of cis- and transisomers by the formation of cyclic acidic anhydride. The whole process and all of the procedures are economical, industrially reliable and easily scaled up.

Potent non-nitrile dipeptidic dipeptidyl peptidase IV inhibitors

Simpkins, Ligaya M.,Bolton, Scott,Pi, Zulan,Sutton, James C.,Kwon, Chet,Zhao, Guohua,Magnin, David R.,Augeri, David J.,Gungor, Timur,Rotella, David P.,Sun, Zhong,Liu, Yajun,Slusarchyk, William S.,Marcinkeviciene, Jovita,Robertson, James G.,Wang, Aiying,Robl, Jeffrey A.,Atwal, Karnail S.,Zahler, Robert L.,Parker, Rex A.,Kirby, Mark S.,Hamann, Lawrence G.

, p. 6476 - 6480 (2008/09/16)

The synthesis and structure-activity relationships of novel dipeptidyl peptidase IV inhibitors replacing the classical cyanopyrrolidine P1 group with other small nitrogen heterocycles are described. A unique potency enhancement was achieved with β-branched natural and unnatural amino acids, particularly adamantylglycines, linked to a (2S,3R)-2,3-methanopyrrolidine based scaffold.

Novel bisbenzamidines as potential drug candidates for the treatment of Pneumocystis carinii pneumonia

Vanden Eynde, Jean Jacques,Mayence, Annie,Huang, Tien L.,Collins, Margaret S.,Rebholz, Sandra,Walzer, Peter D.,Cushion, Melanie T.

, p. 4545 - 4548 (2007/10/03)

A series of pentamidine congeners has been synthesized and screened for their in vitro activity against Pneumocystis carinii. Among the tested compounds, bisbenzamidines linked by a flexible pentanediamide or hexanediamide chain (7 and 9) emerged as excep

SUBSTITUTED CYCLOALKANECARBOXYLIC ACID DERIVATIVES AS MATRIX METALLOPROTEASE INHIBITORS

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, (2008/06/13)

Inhibitors for matrix metalloproteases, pharmaceutical compositions containing them, and a process for using them to treat a variety of physiological conditions. The compounds of the invention have the generalized formula STR1 wherein each T is a substituent g roup; x is 0, 1, or 2; the group D represents STR2 the subscript "e" is 2 or 3; the group R 14 represents a variety of possible substituent groups of the cycloalkyl ring between D and G; the subscript "k" is 0-2; and the group G represents M, STR3 in which M represents--CO 2 H,--CON(R 11) 2, or--CO 2 R 12 ; and R 13 represents any of the side chains of the 19 noncyclic occurring amino acids. "

Herbicidal tricyclic heterocycles

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, (2008/06/13)

Compounds of Formula I having herbicidal utility are disclosed: STR1 wherein Q, R1, R2, V, m and p are defined in the text, including compositions containing such compounds, and a method for controlling weeds employing such compounds.

The Synthesis and Cycloaddition Reactions of 3-Azabicyclohex-2-ene 3-oxide and 3-Azabicyclohept-2-ene 3-oxide. Highly Strained Bicyclic Nitrones

Tufariello, Joseph J.,Milowsky, Arnold S.,Al-Nuri, Mohammed,Goldstein, Steven

, p. 267 - 270 (2007/10/02)

The synthesis of two strained bicyclic nitrones is described.Subsequent cycloadditions demonstrated a high degree of regiochemical and stereochemical control.

1,1-Alkanediol dicarboxylate linked antibacterial agents

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, (2008/06/13)

Useful antibacterial agents in which a penicillin and/or a beta-lactamase inhibitor are linked via 1,1-alkanediol dicarboxylates are of the formula STR1 where A is the residue of certain dicarboxyic acids, R3 is H or (C1 -C3), n is zero or 1 such that when n is zero R is P or B and R1 is the residue of certain esters, H or a salt thereof; and when n is 1, one of R and R1 is P and the other is B, and P is STR2 where R2 is H or certain acyl groups, and B is the residue of a beta-lactamase inhibiting carboxylic acid; a method for their use, pharmaceutical compositions thereof and intermediates useful in their production.

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