DICYANDIAMIDE

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 Search

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26902689

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

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Occupational allergic contact dermatitis caused by 2,4,6-tris-(dimethylaminomethyl)phenol, and review of sensitizing epoxy resin hardeners.	1996 Dec	8970840
Human beta3 adrenergic receptor agonists containing cyanoguanidine and nitroethylenediamine moieties.	2001 Feb 12	11212115
A hollow fiber model for in vitro studies of cytotoxic compounds: activity of the cyanoguanidine CHS 828.	2001 Jan	11272284
A novel anti-ischemic ATP-sensitive potassium channel (K(ATP)) opener without vasorelaxation: N-(6-aminobenzopyranyl)-N'-benzyl-N' '-cyanoguanidine analogue.	2001 Nov 22	11708922
Modulation of pyridyl cyanoguanidine (CHS 828) induced cytotoxicity by 3-aminobenzamide in U-937 GTB cells.	2002 Apr 15	11996891
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 Feb 25	11844681
The combination of the antitumoural pyridyl cyanoguanidine CHS 828 and etoposide in vitro--from cytotoxic synergy to complete inhibition of apoptosis.	2002 Oct	12359640
The stereoenantiomers of a pinacidil analog open or close cloned ATP-sensitive K+ channels.	2002 Oct 25	12171936
A Phase I study of CHS 828 in patients with solid tumor malignancy.	2002 Sep	12231525
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 Sep	12218267
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 Sep 2	12161144
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 Sep 26	12238930
Activation of p53 protein in normal and in tumor cells by a novel anticancer agent CHS 828.	2003	12951835
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 Jul 3	12825954
Bis(cyanoguanidine)silver(I) nitrate-cyanoguanidine (1/1).	2003 Jun	12794335
Synthesis and biological activity of 3,3-diamino-sulfonylacrylonitriles as novel inhibitors of glucose induced insulin secretion from beta cells.	2003 Mar 20	12614878
Interaction of a novel dihydropyridine K+ channel opener, A-312110, with recombinant sulphonylurea receptors and KATP channels: comparison with the cyanoguanidine P1075.	2004 Apr	15023854
Effect of two amino acids in TM17 of Sulfonylurea receptor SUR1 on the binding of ATP-sensitive K+ channel modulators.	2004 Dec	15561900
Development and characterization of two human tumor sublines expressing high-grade resistance to the cyanoguanidine CHS 828.	2004 Jan	15090743
Dihydropyridine neuropeptide Y Y1 receptor antagonists 2. bioisosteric urea replacements.	2004 Jan 15	14723969
Design, synthesis, and biological evaluation of thio-containing compounds with serum HDL-cholesterol-elevating properties.	2004 Jan 29	14736248
Hypotonic stress increases efficacy of rilmakalim, but not pinacidil, to activate ATP-sensitive K(+) current in guinea pig ventricular myocytes.	2004 Jun	15215643
Arylcyanoguanidines as activators of Kir6.2/SUR1K ATP channels and inhibitors of insulin release.	2004 Jun 3	15163199
Multiparametric evaluation of apoptosis: effects of standard cytotoxic agents and the cyanoguanidine CHS 828.	2004 May	15141009
Antitumoural effects of the pyridyl cyanoguanidine CHS 828 on three different types of neuroendocrine tumours xenografted to nude mice.	2005	16508338
Identification of molecular mechanisms for cellular drug resistance by combining drug activity and gene expression profiles.	2005 Aug 22	16012520
Quantitative structure-activity relationship by CoMFA for cyclic urea and nonpeptide-cyclic cyanoguanidine derivatives on wild type and mutant HIV-1 protease.	2005 Mar	15714296
Neuroprotective effect of KR-31378, a novel potassium channel activator, on spinal cord ischemic injury in rabbits.	2005 Nov-Dec	16319050
Biodegradability of end-groups of the biocide polyhexamethylene biguanide (PHMB) assessed using model compounds.	2006 Aug	16683128
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 Aug 9	17630727
Novel P2X7 receptor antagonists ease the pain.	2007 Jul	17471176
Molecular structure, bioavailability and bioactivity of [Cu(o-phen)2(cnge)](NO3)2.2H2O and [Cu(o-phen)(cnge)(H2O)(NO3)2] complexes.	2007 May	17331582
Structure-activity studies of novel cyanoguanidine ATP-sensitive potassium channel openers for the treatment of overactive bladder.	2007 Nov 29	17973362
Modulatory action of potassium channel openers on field potential and histamine release from rat peritoneal mast cells.	2009 Aug	19767887
The use of microelectrode array (MEA) to study the protective effects of potassium channel openers on metabolically compromised HL-1 cardiomyocytes.	2009 Feb	19136734
Structure-activity relationship analysis of cytotoxic cyanoguanidines: selection of CHS 828 as candidate drug.	2009 Jun 29	19563661
Selective P2X(7) receptor antagonists for chronic inflammation and pain.	2009 Mar	18568426
Regression of orthotopic neuroblastoma in mice by targeting the endothelial and tumor cell compartments.	2009 Mar 12	19284605
Bis[diamino-(ethoxy-carbonyl-amino)-methyl-ium] sulfate.	2009 Mar 19	21582510
Development and validation of an analytical method for metformin hydrochloride and its related compound (1-cyanoguanidine) in tablet formulations by HPLC-UV.	2009 Oct 15	19635372
Bis(1-carbamimidoyl-2-ethyl-isourea)copper(II) dinitrate.	2009 Oct 17	21578134
Synthesis and structure-activity relationships of cyanoguanidine-type and structurally related histamine H4 receptor agonists.	2009 Oct 22	19791743
Different routes for amination of platinum(II)-bound cyanoguanidine.	2009 Sep 21	19689126
Bis(1-carbamimidoyl-2-ethyl-isourea)copper(II) bis-(perchlorate).	2009 Sep 5	21577707
Partial purification and characterization of the mode of action of enterocin S37: a bacteriocin produced by Enterococcus faecalis S37 isolated from poultry feces.	2010	20811593
Target enzyme mutations are the molecular basis for resistance towards pharmacological inhibition of nicotinamide phosphoribosyltransferase.	2010 Dec 12	21144000
Nanoparticulate Quillaja saponin induces apoptosis in human leukemia cell lines with a high therapeutic index.	2010 Feb 2	20161987
Determination of impurities in medical products containing metformin hydrochloride.	2010 Nov-Dec	21229873

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Name

Type

Language

DICYANDIAMIDE

Common Name

English

J3.635H

Code

English

CYANOGUANIDINE [HSDB]

Common Name

English

NSC-2031

Code

English

1-CYANOGUANIDINE

Systematic Name

English

METFORMIN RELATED COMPOUND A

Common Name

English

CYANOGUANIDINE

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

Classification Tree Code System Code

CFR

21 CFR 176.170