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Details

Stereochemistry ACHIRAL
Molecular Formula C2H4N4
Molecular Weight 84.08
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Dicyandiamide

SMILES

NC(=N)NC#N

InChI

InChIKey=QGBSISYHAICWAH-UHFFFAOYSA-N
InChI=1S/C2H4N4/c3-1-6-2(4)5/h(H4,4,5,6)

HIDE SMILES / InChI

Molecular Formula C2H4N4
Molecular Weight 84.08
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Dicyandiamide is a nitrification inhibitor, used in agriculture. Its use may cause contamination of food.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Determination of impurities in medical products containing metformin hydrochloride.
2011-01-15
Target enzyme mutations are the molecular basis for resistance towards pharmacological inhibition of nicotinamide phosphoribosyltransferase.
2010-12-12
Nanoparticulate Quillaja saponin induces apoptosis in human leukemia cell lines with a high therapeutic index.
2010-02-02
Partial purification and characterization of the mode of action of enterocin S37: a bacteriocin produced by Enterococcus faecalis S37 isolated from poultry feces.
2010
Synthesis and structure-activity relationships of cyanoguanidine-type and structurally related histamine H4 receptor agonists.
2009-10-22
Bis(1-carbamimidoyl-2-ethyl-isourea)copper(II) dinitrate.
2009-10-17
Development and validation of an analytical method for metformin hydrochloride and its related compound (1-cyanoguanidine) in tablet formulations by HPLC-UV.
2009-10-15
Different routes for amination of platinum(II)-bound cyanoguanidine.
2009-09-21
Bis(1-carbamimidoyl-2-ethyl-isourea)copper(II) bis-(perchlorate).
2009-09-05
Modulatory action of potassium channel openers on field potential and histamine release from rat peritoneal mast cells.
2009-08
Structure-activity relationship analysis of cytotoxic cyanoguanidines: selection of CHS 828 as candidate drug.
2009-06-29
Bis[diamino-(ethoxy-carbonyl-amino)-methyl-ium] sulfate.
2009-03-19
Regression of orthotopic neuroblastoma in mice by targeting the endothelial and tumor cell compartments.
2009-03-12
Selective P2X(7) receptor antagonists for chronic inflammation and pain.
2009-03
The use of microelectrode array (MEA) to study the protective effects of potassium channel openers on metabolically compromised HL-1 cardiomyocytes.
2009-02
Structure-activity studies of novel cyanoguanidine ATP-sensitive potassium channel openers for the treatment of overactive bladder.
2007-11-29
Design, synthesis, and SAR study of a series of N-alkyl-N'-[2-(aryloxy)-5-nitrobenzenesulfonyl]ureas and -cyanoguanidine as selective antagonists of the TPalpha and TPbeta isoforms of the human thromboxane A2 receptor.
2007-08-09
Novel P2X7 receptor antagonists ease the pain.
2007-07
Molecular structure, bioavailability and bioactivity of [Cu(o-phen)2(cnge)](NO3)2.2H2O and [Cu(o-phen)(cnge)(H2O)(NO3)2] complexes.
2007-05
Biodegradability of end-groups of the biocide polyhexamethylene biguanide (PHMB) assessed using model compounds.
2006-08
Neuroprotective effect of KR-31378, a novel potassium channel activator, on spinal cord ischemic injury in rabbits.
2005-12-02
Identification of molecular mechanisms for cellular drug resistance by combining drug activity and gene expression profiles.
2005-08-22
Quantitative structure-activity relationship by CoMFA for cyclic urea and nonpeptide-cyclic cyanoguanidine derivatives on wild type and mutant HIV-1 protease.
2005-03
Antitumoural effects of the pyridyl cyanoguanidine CHS 828 on three different types of neuroendocrine tumours xenografted to nude mice.
2005
Effect of two amino acids in TM17 of Sulfonylurea receptor SUR1 on the binding of ATP-sensitive K+ channel modulators.
2004-12
Arylcyanoguanidines as activators of Kir6.2/SUR1K ATP channels and inhibitors of insulin release.
2004-06-03
Hypotonic stress increases efficacy of rilmakalim, but not pinacidil, to activate ATP-sensitive K(+) current in guinea pig ventricular myocytes.
2004-06
Multiparametric evaluation of apoptosis: effects of standard cytotoxic agents and the cyanoguanidine CHS 828.
2004-05
Interaction of a novel dihydropyridine K+ channel opener, A-312110, with recombinant sulphonylurea receptors and KATP channels: comparison with the cyanoguanidine P1075.
2004-04
Design, synthesis, and biological evaluation of thio-containing compounds with serum HDL-cholesterol-elevating properties.
2004-01-29
Dihydropyridine neuropeptide Y Y1 receptor antagonists 2. bioisosteric urea replacements.
2004-01-15
Development and characterization of two human tumor sublines expressing high-grade resistance to the cyanoguanidine CHS 828.
2004-01
A selective human H(4)-receptor agonist: (-)-2-cyano-1-methyl-3-[(2R,5R)-5- [1H-imidazol-4(5)-yl]tetrahydrofuran-2-y] methylguanidine.
2003-07-03
Bis(cyanoguanidine)silver(I) nitrate-cyanoguanidine (1/1).
2003-06
Synthesis and biological activity of 3,3-diamino-sulfonylacrylonitriles as novel inhibitors of glucose induced insulin secretion from beta cells.
2003-03-20
Activation of p53 protein in normal and in tumor cells by a novel anticancer agent CHS 828.
2003
The stereoenantiomers of a pinacidil analog open or close cloned ATP-sensitive K+ channels.
2002-10-25
The combination of the antitumoural pyridyl cyanoguanidine CHS 828 and etoposide in vitro--from cytotoxic synergy to complete inhibition of apoptosis.
2002-10
Potent and selective inhibitors of PDGF receptor phosphorylation. 2. Synthesis, structure activity relationship, improvement of aqueous solubility, and biological effects of 4-[4-(N-substituted (thio)carbamoyl)-1-piperazinyl]-6,7-dimethoxyquinazoline derivatives.
2002-09-26
Structure-activity relationship of linear peptide Bu-His-DPhe-Arg-Trp-Gly-NH(2) at the human melanocortin-1 and -4 receptors: arginine substitution.
2002-09-02
A Phase I study of CHS 828 in patients with solid tumor malignancy.
2002-09
Interactions between the new cytotoxic drug CHS 828 and amiloride and mitomycin C in a human tumour cell line and in tumour cells from patients.
2002-09
Modulation of pyridyl cyanoguanidine (CHS 828) induced cytotoxicity by 3-aminobenzamide in U-937 GTB cells.
2002-04-15
Synthesis of 5,6-dihydro-11H-benzo[5,6]-cyclohepta[1,2-b]pyridin-11-ylidene)-1-piperidine-N-cyanoguanidine derivatives as inhibitors of ras farnesyl protein transferase.
2002-02-25
A novel anti-ischemic ATP-sensitive potassium channel (K(ATP)) opener without vasorelaxation: N-(6-aminobenzopyranyl)-N'-benzyl-N' '-cyanoguanidine analogue.
2001-11-22
Human beta3 adrenergic receptor agonists containing cyanoguanidine and nitroethylenediamine moieties.
2001-02-12
A hollow fiber model for in vitro studies of cytotoxic compounds: activity of the cyanoguanidine CHS 828.
2001-01
Occupational allergic contact dermatitis caused by 2,4,6-tris-(dimethylaminomethyl)phenol, and review of sensitizing epoxy resin hardeners.
1996-12
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:40:02 GMT 2025
Edited
by admin
on Mon Mar 31 21:40:02 GMT 2025
Record UNII
M9B1R0C16H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
Dicyandiamide
Common Name English
METFORMIN RELATED COMPOUND A
USP   USP-RS  
Preferred Name English
J3.635H
Code English
CYANOGUANIDINE [HSDB]
Common Name English
NSC-2031
Code English
1-CYANOGUANIDINE
Systematic Name English
CYANOGUANIDINE
HSDB  
Systematic Name English
METFORMIN RELATED COMPOUND A [USP-RS]
Common Name English
METFORMIN HYDROCHLORIDE IMPURITY A [EP IMPURITY]
Common Name English
METFORMIN RELATED COMPOUND A [USP IMPURITY]
Common Name English
DICYANODIAMIDE [MI]
Common Name English
N-CYANOGUANIDINE
Systematic Name English
DCD
Common Name English
Classification Tree Code System Code
CFR 21 CFR 176.170
Created by admin on Mon Mar 31 21:40:02 GMT 2025 , Edited by admin on Mon Mar 31 21:40:02 GMT 2025
Code System Code Type Description
MERCK INDEX
m4373
Created by admin on Mon Mar 31 21:40:02 GMT 2025 , Edited by admin on Mon Mar 31 21:40:02 GMT 2025
PRIMARY Merck Index
PUBCHEM
10005
Created by admin on Mon Mar 31 21:40:02 GMT 2025 , Edited by admin on Mon Mar 31 21:40:02 GMT 2025
PRIMARY
MESH
C004711
Created by admin on Mon Mar 31 21:40:02 GMT 2025 , Edited by admin on Mon Mar 31 21:40:02 GMT 2025
PRIMARY
ECHA (EC/EINECS)
207-312-8
Created by admin on Mon Mar 31 21:40:02 GMT 2025 , Edited by admin on Mon Mar 31 21:40:02 GMT 2025
PRIMARY
NSC
2031
Created by admin on Mon Mar 31 21:40:02 GMT 2025 , Edited by admin on Mon Mar 31 21:40:02 GMT 2025
PRIMARY
CAS
461-58-5
Created by admin on Mon Mar 31 21:40:02 GMT 2025 , Edited by admin on Mon Mar 31 21:40:02 GMT 2025
PRIMARY
EPA CompTox
DTXSID1020354
Created by admin on Mon Mar 31 21:40:02 GMT 2025 , Edited by admin on Mon Mar 31 21:40:02 GMT 2025
PRIMARY
FDA UNII
M9B1R0C16H
Created by admin on Mon Mar 31 21:40:02 GMT 2025 , Edited by admin on Mon Mar 31 21:40:02 GMT 2025
PRIMARY
WIKIPEDIA
Cyanoguanidine
Created by admin on Mon Mar 31 21:40:02 GMT 2025 , Edited by admin on Mon Mar 31 21:40:02 GMT 2025
PRIMARY
RS_ITEM_NUM
1396310
Created by admin on Mon Mar 31 21:40:02 GMT 2025 , Edited by admin on Mon Mar 31 21:40:02 GMT 2025
PRIMARY
CHEBI
147423
Created by admin on Mon Mar 31 21:40:02 GMT 2025 , Edited by admin on Mon Mar 31 21:40:02 GMT 2025
PRIMARY
HSDB
2126
Created by admin on Mon Mar 31 21:40:02 GMT 2025 , Edited by admin on Mon Mar 31 21:40:02 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP