U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C2H6N2O.ClH
Molecular Weight 110.543
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Glycinamide hydrochloride

SMILES

Cl.NCC(N)=O

InChI

InChIKey=WKNMKGVLOWGGOU-UHFFFAOYSA-N
InChI=1S/C2H6N2O.ClH/c3-1-2(4)5;/h1,3H2,(H2,4,5);1H

HIDE SMILES / InChI

Molecular Formula C2H6N2O
Molecular Weight 74.0818
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Practical asymmetric synthesis of vicinal diamines through the catalytic highly enantioselective alkylation of glycine amide derivatives.
2003
Deaza analogs of folic acid as antitumor agents.
2003
Tomoregulin ectodomain shedding by proinflammatory cytokines.
2003 Aug 15
Using a residue clash map to functionally characterize protein recombination hybrids.
2003 Dec
Membrane topology of guinea pig cytochrome P450 17 alpha revealed by a combination of chemical modifications and mass spectrometry.
2003 Dec 16
A defect in the p53 response pathway induced by de novo purine synthesis inhibition.
2003 Dec 5
Current data with pemetrexed (Alimta) in non-small-cell lung cancer.
2003 Jan
The role of Pemetrexed (Alimta , LY231514) in lung cancer therapy.
2003 Jul
Metal-catalyzed hydroxylaminolysis of unactivated amide and peptide bonds.
2003 Mar 7
LY309887, antifolate via the folate receptor suppresses murine type II collagen-induced arthritis.
2003 Nov-Dec
On the structural and functional modularity of glycinamide ribonucleotide formyltransferases.
2003 Oct
Design, synthesis and biological evaluation of 10-CF3CO-DDACTHF analogues and derivatives as inhibitors of GAR Tfase and the de novo purine biosynthetic pathway.
2003 Oct 1
10-(2-benzoxazolcarbonyl)-5,10-dideaza-acyclic-5,6,7,8-tetrahydrofolic acid: a potential inhibitor of GAR transformylase and AICAR transformylase.
2003 Oct 1
Design, synthesis, and biological evaluation of simplified alpha-keto heterocycle, trifluoromethyl ketone, and formyl substituted folate analogues as potential inhibitors of GAR transformylase and AICAR transformylase.
2003 Oct 1
FDA drug approval summaries: pemetrexed (Alimta).
2004
CHF 3381.
2004
Pharmacology and mechanism of action of pemetrexed.
2004 Apr
The crystal structure of the hydrolase domain of 10-formyltetrahydrofolate dehydrogenase: mechanism of hydrolysis and its interplay with the dehydrogenase domain.
2004 Apr 2
A quantum chemical study of the water-assisted mechanism in one-carbon unit transfer reaction catalyzed by glycinamide ribonucleotide transformylase.
2004 Aug 1
A second-generation system for unbiased reading frame selection.
2004 Jul
BMS-201620: a selective beta 3 agonist.
2004 Jul 5
Pemetrexed (ALIMTA), a novel multitargeted antineoplastic agent.
2004 Jun 15
Basal jawed vertebrate phylogeny inferred from multiple nuclear DNA-coded genes.
2004 Mar 11
Analysis of antigen-specific T-cell responses with synthetic peptides--what kind of peptide for which purpose?
2004 May
Translational research with pemetrexed in breast cancer.
2004 Nov
Overview of phase I/II pemetrexed studies.
2004 Nov
Biochemical pharmacology of pemetrexed.
2004 Nov
Phase II clinical trial of capecitabine and gemcitabine chemotherapy in patients with metastatic renal carcinoma.
2004 Nov 15
Double proton transfer behavior and one-electron oxidation effect in double H-bonded glycinamide-formic acid complex.
2004 Nov 22
Highly stereoselective Michael addition reactions of CamTHP*-desymmetrized glycinamide for the synthesis of functionally dense amino acid derivatives.
2004 Nov 25
CamTHP*OH: a camphor-derived delta-lactol auxiliary for the effective desymmetrization of attached glycinamide residues. Asymmetric synthesis of alpha-amino carbonyl compounds.
2004 Nov 25
Tumor necrosis factor-alpha-converting enzyme (ADAM17) mediates GPIbalpha shedding from platelets in vitro and in vivo.
2004 Oct 1
Construction, characterization, and use of small-insert gene banks of DNA isolated from soil and enrichment cultures for the recovery of novel amidases.
2004 Sep
Tumor necrosis factor alpha stimulates MUC1 synthesis and ectodomain release in a human uterine epithelial cell line.
2004 Sep
Three emerging new drugs for NSCLC: pemetrexed, bortezomib, and cetuximab.
2005 Apr
Sister group relationship of turtles to the bird-crocodilian clade revealed by nuclear DNA-coded proteins.
2005 Apr
Crystal structure and mechanism of the Escherichia coli ArnA (PmrI) transformylase domain. An enzyme for lipid A modification with 4-amino-4-deoxy-L-arabinose and polymyxin resistance.
2005 Apr 12
Highly enantioselective phase-transfer-catalyzed alkylation of protected alpha-amino acid amides toward practical asymmetric synthesis of vicinal diamines, alpha-amino ketones, and alpha-amino alcohols.
2005 Apr 13
Arylamide dendrimers with flexible linkers via haloacyl halide method.
2005 Apr 28
Double proton transfer and one-electron oxidation behavior in double H-bonded glycinamide-glycine complex in the gas phase.
2005 Apr 30
Chiral ion-exchange capillary electrochromatography of arylglycine amides with dextran sulfate as a pseudostationary phase.
2005 Feb
Loss of reduced folate carrier function and folate depletion result in enhanced pemetrexed inhibition of purine synthesis.
2005 Feb 1
Glycine-amide is an active metabolite of the antiretroviral tripeptide glycyl-prolyl-glycine-amide.
2005 Jan
Specific inhibition and stabilization of aspergilloglutamic peptidase by the propeptide. Identification of critical sequences and residues in the propeptide.
2005 Jan 14
Cellular and pharmacogenetics foundation of synergistic interaction of pemetrexed and gemcitabine in human non-small-cell lung cancer cells.
2005 Jul
Kinetic and mechanistic investigation of the selective acidolysis of the C-terminal amide bond of N-acyl-N,alpha,alpha-trialkyl glycine amides.
2005 Jul
Molecular characterization and chromosomal assignment of the bovine glycinamide ribonucleotide formyltransferase (GART) gene on cattle chromosome 1q12.1-q12.2.
2005 Mar 28
Application of intramolecular 1,3-dipolar cyclic addition of azide and olefin; construction of (pyrrolidine-2-ylidene)glycinate and glycinamides.
2005 May
Synthesis and biological evaluation of N-[4-[5-(2,4-diamino-6-oxo-1,6-dihydropyrimidin-5-yl)-2-(2,2,2-trifluoroacetyl)pentyl]benzoyl]-L-glutamic acid as a potential inhibitor of GAR Tfase and the de novo purine biosynthetic pathway.
2005 May 16
Design, synthesis, and biological evaluation of 10-methanesulfonyl-DDACTHF, 10-methanesulfonyl-5-DACTHF, and 10-methylthio-DDACTHF as potent inhibitors of GAR Tfase and the de novo purine biosynthetic pathway.
2005 May 16
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 19:12:33 GMT 2023
Edited
by admin
on Sat Dec 16 19:12:33 GMT 2023
Record UNII
9SPG4KUG6A
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
Glycinamide hydrochloride
Common Name English
2-Aminoacetamide hydrochloride
Systematic Name English
Acetamide, 2-amino-, hydrochloride (1:1)
Systematic Name English
Glycine amide hydrochloride
Common Name English
Code System Code Type Description
PUBCHEM
2723639
Created by admin on Sat Dec 16 19:12:34 GMT 2023 , Edited by admin on Sat Dec 16 19:12:34 GMT 2023
PRIMARY
FDA UNII
9SPG4KUG6A
Created by admin on Sat Dec 16 19:12:34 GMT 2023 , Edited by admin on Sat Dec 16 19:12:34 GMT 2023
PRIMARY
EPA CompTox
DTXSID60937242
Created by admin on Sat Dec 16 19:12:34 GMT 2023 , Edited by admin on Sat Dec 16 19:12:34 GMT 2023
PRIMARY
CAS
1668-10-6
Created by admin on Sat Dec 16 19:12:34 GMT 2023 , Edited by admin on Sat Dec 16 19:12:34 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE