19179-12-5

Basic information

• Product Name: HEXAHYDROPYRROLO[1,2-A]PYRAZINE-1,4-DIONE
• Synonyms: HEXAHYDROPYRROLO[1,2-A]PYRAZINE-1,4-DIONE;Pyrrolo[1,2-a]pyrazine-1,4-dione, hexahydro- (6CI,7CI,8CI,9CI);cyclo(glycylprolyl);2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione;(Pro-Gly).Hexahydro-pyrrolo[1,2-a]pyrazine-1,4-dione
• CAS NO: 19179-12-5
• Molecular Formula: C₇H₁₀N₂O₂
• Molecular Weight: 154.17
• Product Categories: PIPERIDINE;PYRROLE
• Mol File: 19179-12-5.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 447.9°Cat760mmHg
• Flash Point: 224.7°C
• Appearance: /
• Density: 1.32g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.569
• PKA: 13.21±0.20(Predicted)
• CAS DataBase Reference: HEXAHYDROPYRROLO[1,2-A]PYRAZINE-1,4-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: HEXAHYDROPYRROLO[1,2-A]PYRAZINE-1,4-DIONE(19179-12-5)
• EPA Substance Registry System: HEXAHYDROPYRROLO[1,2-A]PYRAZINE-1,4-DIONE(19179-12-5)

Safety Data

• Hazardous Substances Data: 19179-12-5(Hazardous Substances Data)

Usage

General Description

Hexahydropyrrolo[1,2-a]pyrazine-1,4-dione, commonly known as Praziquantel, is a potent and effective anthelmintic drug, primarily used in the treatment of parasitic worm infections, including flatworms and flukes. It manoeuvres by causing severe spasms and paralysis of the parasites' muscles, which are then eliminated through the host’s excretory system. It is well-absorbed in the gastrointestinal tract and widely distributed in the body. The substance is widely acknowledged for its low toxicity levels and high efficacy. Moreover, it also plays a crucial role in veterinary medicine. It's known to be effective against schistosomiasis and is on the World Health Organization’s list of essential medicines.

InChI:InChI=1/C7H10N2O2/c10-6-4-8-7(11)5-2-1-3-9(5)6/h5H,1-4H2,(H,8,11)

Upstream product

• 64-17-5 ethanol 
• 121-44-8 triethylamine 
• 100483-45-2 N-(1-glycyl-DL-prolyl)-glycin-ethyl ester 
• 609-36-9 rac-Pro-OH 
• 60169-67-7 ethyl pyrrolidine-2-carboxylate 
• 859849-32-4 CILKEPVHGV-NH₂ 
• 344-25-2 D-Prolin 
• 637-81-0 ethyl-2-azidoacetate 
• 96163-72-3 ethyl proline hydrochloride 
• 634922-10-4 (R)-(+)-prolylglycine methyl ester trifluoroacetate 
• 96163-73-4 N-Chloroacetyl-D-proline ethyl ester 
• 2766-31-6 ethyl (N-benzoxycarbonyl-L-prolyl)glycinate 
• 2766-18-9 N-carbobenzoxyprolylglycine 
• 459-73-4 GlyOEt*HCl 

Downstream Products

• 56-40-6 glycine 
• 5654-83-1 octahydropyrrolo[1,2-a]pyrazine 
• 49864-70-2 DL-10-<β-N-(1,4-Diazabicyclo<4.3.0>nonanyl)propionyl>-2-chlorophenothiazine 
• 128425-14-9 L-FDAA-D-Pro 
• 49864-70-2 D-10-<β-N-(1,4-Diazabicyclo<4.3.o>nonanyl)propionyl>-2-chlorophenothiazine 
• 737747-12-5 2-[3-[4-(m-nitrophenyl)piperazin-1-yl]propyl]-1,4-dioxoperhydropyrrolo[1,2-a]pyrazine 
• 147-85-3 L-proline 
• 96193-27-0 (8aR)-1,2,3,4,6,7,8,8a-octahydropyrrolo[1,2-a]pyrazine 

Relevant articles and documents

Chiral recognition of diketopiperazine cyclo(Pro-Gly) and propranolol using (-)-Epigallocatechin-3-O-gallate

In the 1H-NMR spectrum of a solution containing an equimolecular amount of cyclo(L-Pro-Gly), cyclo(D-Pro-Gly) and (-)-epigallocatechin-3-O-gallate (EGCg) in a D2O, a difference in the chemical shift of 1H-NMR signal for H7a, H7β8a of the Pro residue was observed. Judging from the crystal structures of the 2: 2 complexes of EGCg and cyclo(L-Pro-Gly), cyclo(D-Pro-Gly), the difference in the chemical shift resulted mainly from a magnetic anisotropic shielding effect by the ring current from the B ring of EGCg. Therefore, it was considered that chirality of cyclo(Pro-Gly) was recognized by EGCg in the D2O solution. Furthermore, in the 1H-NMR spectrum of a solution containing an equimolecular amount of racemic propranolol ((R)- and (S)-propranolols) and EGCg in D2O, the 1H-NMR signal for H2 of the naphthalene group was observed as two doublets, suggesting that the racemic propranolol formed diastereomers of complexes with EGCg; as a result, chirality of propranolol was recognized by EGCg in the D2O solution.

AGRICULTURAL CHEMICAL CONTAINING 2,5-DIKETOPIPERAZINE DERIVATIVE AS ACTIVE INGREDIENT

Disclosed herein is an agricultural agent containing a 2,5-diketopiperazine derivative capable of controlling plant diseases and promoting plant growth or an agriculturally acceptable salt thereof as an active ingredient.

Direct acyl substitution of carboxylic acids: A chemoselective o- to N-acyl migration in the traceless staudinger ligation

A chlorophosphite-modified, Staudinger-like acylation of azides involving a highly chemoselective, direct nucleophilic acyl substitution of carboxylic acids is described. The reaction provides the corresponding amides with analytical purity in 32-97 % yield after a simple aqueous workup without the need for a pre-activation step. The use of chlorophosphites as dual carboxylic acid-azide activating agents enables the formation of acyl C-N bonds in the presence of a wide range of nucleophilic and electrophilic functional groups, including amines, alcohols, amides, aldehydes, and ketones. The coupling of carboxylic acids and azides for the formation of alkyl amides, sulfonyl amides, lactams, and dipeptides is described. Copyright