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Basic Description
| Synonyms | DMA.HCl | UNII-52W30K1Q9Q | 3-Amino-5-(N,N-dimethylamino)-N-(aminoiminomethyl)-6-chloropyrazinecarboxamide | 5-(N,N-DIMETHYL) AMILORIDE HYDROCHLORIDE | 5-(N,N)-Dimethylamiloride Hydrochloride | CCG-221321 | Dimethylamiloride hydrochloride | 5-(N,N-Dimethy |
|---|---|
| Specifications & Purity | ≥97% |
| Biochemical and Physiological Mechanisms | Selective Na + /H + exchange blocker (IC 50 = 6.9 μM). Shows greater potency and selectivity than analog, amiloride. Inhibits proliferation and induces differentiation of HL-60 cells. Shows anti-ischemic effects in vivo. |
| Storage Temp | Protected from light,Store at -20°C,Desiccated |
| Shipped In |
Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available. |
| Note | Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
| Product Description |
Store at -20°C. It is important to note that this product is reported to be light sensitive. Store In the Dark. Store under desiccating conditions. Application： 5-(N,N-dimethyl)-Amiloride (hydrochloride) has been used to investigate biochemical processes related to the circadian clock in mouse and human cell lines. It can also inhibit sodium-hydrogen exchangers (NHE). NHEs regulate sodium and pH in various tissues. |
Taxonomic Classification
Taxonomy Tree
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Kingdom
Organic compounds
- Superclass Organoheterocyclic compounds
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Diazines |
| Subclass | Pyrazines |
| Intermediate Tree Nodes | Pyrazine carboxylic acids and derivatives |
| Direct Parent | Pyrazinecarboxamides |
| Alternative Parents | Dialkylarylamines Acylguanidines Aminopyrazines Aryl chlorides Imidolactams Vinylogous amides Heteroaromatic compounds Amino acids and derivatives Propargyl-type 1,3-dipolar organic compounds Azacyclic compounds Carboximidamides Hydrocarbon derivatives Hydrochlorides Organic oxides Organochlorides Organooxygen compounds Organopnictogen compounds Primary amines |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | Pyrazinecarboxamide - Dialkylarylamine - Acylguanidine - Aminopyrazine - Aryl chloride - Aryl halide - Imidolactam - Heteroaromatic compound - Vinylogous amide - Amino acid or derivatives - Guanidine - Carboxylic acid derivative - Azacycle - Carboximidamide - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Organooxygen compound - Organonitrogen compound - Organochloride - Organohalogen compound - Amine - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Primary amine - Hydrochloride - Organic oxygen compound - Organopnictogen compound - Aromatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as pyrazinecarboxamides. These are compounds containing a pyrazine ring which bears a carboxamide. |
| External Descriptors | Not available |
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Associated Targets(Human)
KCNH2
Tclin
HERG (29587 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
SMPD1
Tchem
Sphingomyelin phosphodiesterase (13561 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
APEX1
Tchem
DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
EHMT2
Tchem
Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
TDP1
Tchem
Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
LMNA
Tbio
Prelamin-A/C (36751 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
MBNL1
Tbio
Muscleblind-like protein 1 (34431 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ATXN2
Tbio
Ataxin-2 (54410 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
IDH1
Tclin
Isocitrate dehydrogenase [NADP] cytoplasmic (40980 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Associated Targets(non-human)
Plasmodium falciparum (966862 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Mapt
Microtubule-associated protein tau (6 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
nfo
Endonuclease 4 (425 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Names and Identifiers
| Pubchem Sid | 504766818 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504766818 |
| IUPAC Name | 3-amino-6-chloro-N-(diaminomethylidene)-5-(dimethylamino)pyrazine-2-carboxamide;hydrochloride |
| INCHI | InChI=1S/C8H12ClN7O.ClH/c1-16(2)6-4(9)13-3(5(10)14-6)7(17)15-8(11)12;/h1-2H3,(H2,10,14)(H4,11,12,15,17);1H |
| InChIKey | IIUPTHVVXMBJMQ-UHFFFAOYSA-N |
| Smiles | CN(C)C1=NC(=C(N=C1Cl)C(=O)N=C(N)N)N.Cl |
| Isomeric SMILES | CN(C)C1=NC(=C(N=C1Cl)C(=O)N=C(N)N)N.Cl |
| Alternate CAS | 1214-79-5 (Free Base) |
| Molecular Weight | 294.14 |
| Reaxy-Rn | 26124096 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=26124096&ln= |
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 E2527116 |
Certificate of Analysis | Mar 05, 2025 | D275816 |
| H2318470 |
Certificate of Analysis | Jun 15, 2024 | D275816 |
| H2318471 |
Certificate of Analysis | Jun 15, 2024 | D275816 |
| H2318472 |
Certificate of Analysis | Jun 11, 2024 | D275816 |
| H2318473 |
Certificate of Analysis | Jun 11, 2024 | D275816 |
Chemical and Physical Properties
| Solubility | Soluble in DMSO to 10 mM |
|---|---|
| Sensitivity | light sensitive |
| Molecular Weight | 294.140 g/mol |
| XLogP3 | |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 2 |
| Exact Mass | 293.056 Da |
| Monoisotopic Mass | 293.056 Da |
| Topological Polar Surface Area | 137.000 Ų |
| Heavy Atom Count | 18 |
| Formal Charge | 0 |
| Complexity | 317.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 2 |
Citations of This Product
| 1. Li-Min Zhai, Yan Zhao, Rui-Lin Xiao, Shi-Quan Zhang, Bao-Hua Tian, Xin-Xin Li, Rong Zhang, Ri-Sheng Ma, Hai-Xia Liang. (2022) Nuclear-targeted carbon quantum dot mediated CRISPR/Cas9 delivery for fluorescence visualization and efficient editing. Nanoscale, 14 (39): (14645-14660). |
| 2. Guang-Yu Pan, Hao-Ran Jia, Ya-Xuan Zhu, Fu-Gen Wu. (2018) Turning double hydrophilic into amphiphilic: IR825-conjugated polymeric nanomicelles for near-infrared fluorescence imaging-guided photothermal cancer therapy. Nanoscale, 10 (4): (2115-2127). |
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