Dimethylamiloride hydrochloride - ≥97% , CAS No.2235-97-4

CAS: 2235-97-4 Cat. No.: D275816 Molecular Weight: 294.14

GRADE & PURITY ≥97%

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

Storage

Protected from light,Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

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.

Specifications

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

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.

Action Type

INHIBITOR

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.

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 504766818
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504766818
• Canonical Smiles: CN(C)C1=NC(=C(N=C1Cl)C(=O)N=C(N)N)N.Cl
• IUPAC Name: 3-amino-6-chloro-N-(diaminomethylidene)-5-(dimethylamino)pyrazine-2-carboxamide;hydrochloride
• InChIKey: IIUPTHVVXMBJMQ-UHFFFAOYSA-N
• 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
• 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=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Diazines
      • Subclass Pyrazines
        • Level5 Pyrazine carboxylic acids and derivatives
          • Level6 Pyrazinecarboxamides

• 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

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

KCNH2 Tclin HERG (29587 Activities)

Discover Target: KCNH2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SMPD1 Tchem Sphingomyelin phosphodiesterase (13561 Activities)

Discover Target: SMPD1

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)

Discover Target: APEX1

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)

Discover Target: EHMT2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

LMNA Tbio Prelamin-A/C (36751 Activities)

Discover Target: LMNA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MBNL1 Tbio Muscleblind-like protein 1 (34431 Activities)

Discover Target: MBNL1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ATXN2 Tbio Ataxin-2 (54410 Activities)

Discover Target: ATXN2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

IDH1 Tclin Isocitrate dehydrogenase [NADP] cytoplasmic (40980 Activities)

Discover Target: IDH1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mapt Microtubule-associated protein tau (6 Activities)

Discover Target: Mapt

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

nfo Endonuclease 4 (425 Activities)

Discover Target: nfo

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in DMSO to 10 mM
• Sensitivity: light sensitive
• Molecular Weight: 294.140 g/mol
• 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

XLogP3

References

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).  [PMID:36165075] [10.1039/D2NR04281A]

2. Guang-Yu Pan, Hao-Ran Jia, Ya-Xuan Zhu, Fu-Gen Wu.  (2017)  Turning double hydrophilic into amphiphilic: IR825-conjugated polymeric nanomicelles for near-infrared fluorescence imaging-guided photothermal cancer therapy.  Nanoscale,  10  (4): (2115-2127).  [PMID:29326993] [10.1039/C7NR07495F]

3. Weichen Dong, Wenxin Zhang, Li Huang, Lulu Xiao, Yuanfei Luo, Linying Yuan, Yike Jiang, Anyu Liao, Hongting Zhao, Zhihui Liu, Jia Wang, Ying Zhao, Yulong Cai, Mengna Peng, Dong Yang, Yi Xie, Kuanyu Li, Wusheng Zhu.  (2026)  Restoring cardiolipin homeostasis mitigates cerebral ischemia–reperfusion injury by suppressing ATG5-mediated neuronal autophagy-dependent ferroptosis.  Journal of Advanced Research,      [PMID:] [10.1016/j.jare.2026.03.014]