188527-21-1

Basic information

• Product Name: 1-N-CBZ-PYRROLIDINE-3-CARBOXYLIC ACID
• Synonyms: 1-N-CBZ-BETA-PROLINE;1-N-CBZ-PYRROLIDINE-3-CARBOXYLIC ACID;3-CARBOXY-1-CBZ-PYRROLIDINE;PYRROLIDINE-1,3-DICARBOXYLIC ACID 1-BENZYL ESTER;N-CBZ-PYRROLIDINE-3-CARBOXYLIC ACID;1-Cbz-3-pyrrolidinecarboxylic acid;1-Cbz-pyrrolidine-3-carboxylic acid;C67154
• CAS NO: 188527-21-1
• Molecular Formula: C₁₃H₁₅NO₄
• Molecular Weight: 249.26
• Product Categories: pharmacetical
• Mol File: 188527-21-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 432.3°Cat760mmHg
• Flash Point: 215.3°C
• Appearance: /Solid
• Density: 1.309g/cm³
• Vapor Pressure: 3.06E-08mmHg at 25°C
• Refractive Index: 1.582
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 4.46±0.20(Predicted)
• CAS DataBase Reference: 1-N-CBZ-PYRROLIDINE-3-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1-N-CBZ-PYRROLIDINE-3-CARBOXYLIC ACID(188527-21-1)
• EPA Substance Registry System: 1-N-CBZ-PYRROLIDINE-3-CARBOXYLIC ACID(188527-21-1)

Safety Data

• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37
• Hazardous Substances Data: 188527-21-1(Hazardous Substances Data)

Usage

Uses

1-?(Benzyloxycarbonyl)?pyrrolidine-?3-?carboxylic Acid is a reagent used in the synthesis of cyclin-dependent kinase 4-inhibitors (CDK4) for cancer treatments. Also used towards the discovery of a potent inhibitor of poly(ADP-ribose) polymerase (PARP) for the treatment of cancer pased upon benzimidazole carboxamide moieties.

InChI:InChI=1/C13H15NO4/c15-12(16)11-6-7-14(8-11)13(17)18-9-10-4-2-1-3-5-10/h1-5,11H,6-9H2,(H,15,16)

Upstream product

• 5731-18-0 1-benzyl-pyrrolidine-3-carboxylic acid 
• 501-53-1 benzyl chloroformate 
• 188847-00-9 pyrrolidine-1,3-dicarboxylic acid 1-benzyl ester 3-methyl ester 

Downstream Products

• 874217-97-7 (R/S)-4-[(1-Benzyloxycarbonyl-pyrrolidine-3-carbonyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester 
• 188847-00-9 pyrrolidine-1,3-dicarboxylic acid 1-benzyl ester 3-methyl ester 
• 1350623-44-7 benzyl 3-[2-(hydroxymethyl)-1,3-thiazol-4-yl]pyrrolidine-1-carboxylate 
• 1428901-24-9 benzyl 3-(diethylcarbamoyl)-1-pyrrolidinecarboxylate 

Relevant articles and documents

Discovery of the PARP (poly ADP-ribose polymerase) inhibitor 2-(1-(4,4-difluorocyclohexyl)piperidin-4-yl)-1H-benzo[d]imidazole-4-carboxamide for the treatment of cancer

In this work, two series of cyclic amine-containing benzimidazole carboxamide derivatives were designed and synthesized as potent anticancer agents. PARP1/2 inhibitory activity assays indicated that most of the compounds showed significant activity. The in vitro antiproliferative activity of these compounds was investigated against four human cancer cell lines (MDA-MB-436, MDA-MB-231, MCF-7 and CAPAN-1), and several compounds exhibited strong cytotoxicity to tumor cells. Among them, 2-(1-(4,4-difluorocyclohexyl)piperidin-4-yl)-1H-benzo[d]imidazole-4-carboxamide (17d) was found to be effective PARP1/2 inhibitors (IC50 = 4.30 and 1.58 nM, respectively). In addition, 17d possessed obvious selective antineoplastic activity and noteworthy microsomal metabolic stability. What's more, further studies revealed that 17d was endowed with an excellent ADME profile. These combined results indicated that 17d could be a promising candidate for the treatment of cancer.

With antifungal activity of the wicked zuozuo apperception compound and its preparation method and application (by machine translation)

The invention discloses an oxazole compound with anti-fungal activity, a preparation method of the oxazole compound and an application of the oxazole compound to tobacco powdery mildew original fungi or cotton anthracnose original fungi prevention, and belongs to the technical field of organic synthesis. The technical scheme mainly includes that the oxazole compound with the anti-fungal activity is provided with a structure shown in the instruction, R1 refers to propiono, isopropyl, acetyl, ethyl or methyl, and R2 refers to dimethylamino or methylamine. Five oxazole compounds with the anti-fungal activity are synthesized by the novel method, the preparation process is simple in technology and easy to control, target product yield is high, repeatability is fine, and the five prepared oxazole compounds with the anti-fungal activity have a certain prevention function for tobacco powdery mildew original fungi or cotton anthracnose original fungi.

Use of oxido-squalene cyclase inhibitors to lower blood cholesterol

PCT No. PCT/GB96/01985 Sec. 371 Date Feb. 13, 1998 Sec. 102(e) Date Feb. 13, 1998 PCT Filed Aug. 14, 1996 PCT Pub. No. WO97/06802 PCT Pub. Date Feb. 27, 1997A compound of formula (I), or a pharmaceutically acceptable salt thereof, wherein G, T1, T2 and T3 are selected from CH and N; provided that T2 and T3 are not both CH; A is selected from a direct bond and (1-4C)alkylene; X is selected from oxy, thio, sulphinyl, sulphonyl, carbonyl, carbonylamino, N-di-(1-6C)alkylcarbonylamino, sulphonamido, methylene, (1-4C)alkylmethylene and di-(1-6C)alkylmethylene, and when T2 is CH, X may also be selected from aminosulphonyl and oxycarbonyl; and Q is selected from (5-7C)cycloalkyl, a heterocyclic moiety containing up to 4 heteroatoms selected from nitrogen, oxygen and sulphur, phenyl, naphthyl, phenyl(1-4C)alkyl and phenyl(2-6C)alkenyl; for the manufacture of a medicament for treating diseases or medical conditions in which an inhibition of oxido-squalene cyclase is desirable.