1,3-Di-o-tolylguanidine - Moligand™, ≥99% , Agonist of σ2;Agonist of sigma non-opioid intracellular receptor 1, CAS No.97-39-2, Agonist of σ2;Agonist of sigma non-opioid intracellular receptor 1

CAS: 97-39-2 Cat. No.: D154658 Molecular Weight: 239.32 Beilstein Registry Number: 12803 EC Number: 202-577-6

GRADE & PURITY Moligand™, ≥99%

Synonyms

Diorthotolylguanidine | 1,3-Bis(o-tolyl)guanidine | GTPL6685 | N,N'-Di-o-tolueylguanidine | Tox21_200712 | 1,2-di-(2-tolyl)guanidine | D0953 | Nocceler DT | Soxinol DT | 1,3-Di-2-tolylguanidine | N,N'-BIS(2-METHYLPHENYL)GUANIDINE [HSDB] | NCI60_004115 | D

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

Diorthotolylguanidine | 1, 3-Bis(o-tolyl)guanidine | GTPL6685 | N, N'-Di-o-tolueylguanidine | Tox21_200712 | 1, 2-di-(2-tolyl)guanidine | D0953 | Nocceler DT | Soxinol DT | 1, 3-Di-2-tolylguanidine | N, N'-BIS(2-METHYLPHENYL)GUANIDINE [HSDB] | NCI60_004115 | D

Specifications & Purity

Moligand™, ≥99%

Biochemical and Physiological Mechanisms

Displays high and roughly equal affinity for bothσ1andσ2receptors.

Storage

Room temperature

Shipped In

Normal

Grade

Moligand™

Action Type

AGONIST

Mechanism of action

Agonist of σ2;Agonist of sigma non-opioid intracellular receptor 1

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 504751303
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504751303
• Canonical Smiles: CC1=CC=CC=C1NC(=NC2=CC=CC=C2C)N
• IUPAC Name: 1,2-bis(2-methylphenyl)guanidine
• InChIKey: OPNUROKCUBTKLF-UHFFFAOYSA-N
• INCHI: 1S/C15H17N3/c1-11-7-3-5-9-13(11)17-15(16)18-14-10-6-4-8-12(14)2/h3-10H,1-2H3,(H3,16,17,18)
• Isomeric SMILES: CC1=CC=CC=C1NC(=NC2=CC=CC=C2C)N
• WGK Germany: 3
• RTECS: MF1400000
• Alternate CAS: 97-39-2,41130-39-6 (hydrochloride)
• NSC Number: 473
• MeSH Entry Terms: 1,3-di-(2-tolyl)guanidine;1,3-di-o-tolylguanidine;1,3-di-ortho-tolyl-guanidine;1,3-ditolylguanidine;1,3-ditolylguanidine hydrochloride;N,N'-bis(2-methylphenyl)guanidine
• Molecular Weight: 239.32
• Beilstein: 12803
• Reaxy-Rn: 6768818
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=6768818&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Toluenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Toluenes
• Intermediate Tree Nodes: Not available
• Direct Parent: Toluenes
• Alternative Parents: Guanidines Organopnictogen compounds Imines Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Toluene - Guanidine - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Imine - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as toluenes. These are compounds containing a benzene ring which bears a methane group.
• 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)

TMEM97 Tchem Sigma intracellular receptor 2 (2 Activities)

Discover Target: TMEM97

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SIGMAR1 Tclin Sigma non-opioid intracellular receptor 1 (34 Activities)

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CHRM2 Tclin Muscarinic acetylcholine receptor M2 (10671 Activities)

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CHRM1 Tclin Muscarinic acetylcholine receptor M1 (12690 Activities)

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DRD2 Tclin Dopamine D2 receptor (23596 Activities)

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TSHR Tclin Thyroid stimulating hormone receptor (29986 Activities)

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OPRM1 Tclin Mu opioid receptor (19785 Activities)

Discover Target: OPRM1

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DRD3 Tclin Dopamine D3 receptor (14368 Activities)

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OPRD1 Tclin Delta opioid receptor (15096 Activities)

Discover Target: OPRD1

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OPRK1 Tclin Kappa opioid receptor (16155 Activities)

Discover Target: OPRK1

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KCNH2 Tclin HERG (29587 Activities)

Discover Target: KCNH2

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GRIN2B Tclin Glutamate [NMDA] receptor subunit epsilon 2 (467 Activities)

Discover Target: GRIN2B

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ALOX15B Tchem Arachidonate 15-lipoxygenase, type II (7244 Activities)

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EBP Tchem 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase (102 Activities)

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CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)

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ALOX15 Tchem Arachidonate 15-lipoxygenase (7108 Activities)

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CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)

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PIN1 Tchem Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 (36611 Activities)

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CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)

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CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)

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CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

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A498 (42825 Activities)

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ACHN (49357 Activities)

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CAKI-1 (44928 Activities)

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CCRF-CEM (65223 Activities)

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COLO 205 (50209 Activities)

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DU-145 (51482 Activities)

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HL-60 (67320 Activities)

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HT-29 (80576 Activities)

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K562 (73714 Activities)

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KM12 (47707 Activities)

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M14 (47487 Activities)

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MCF7 (126967 Activities)

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MOLT-4 (49676 Activities)

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OVCAR-3 (48710 Activities)

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OVCAR-4 (44535 Activities)

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OVCAR-5 (45555 Activities)

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OVCAR-8 (47708 Activities)

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PANC-1 (6144 Activities)

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PC-3 (62116 Activities)

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RPMI-8226 (44974 Activities)

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RXF 393 (41971 Activities)

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SF-295 (48000 Activities)

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SH-SY5Y (11521 Activities)

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SK-MEL-2 (46422 Activities)

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SK-MEL-28 (48833 Activities)

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SK-MEL-5 (47095 Activities)

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SK-OV-3 (52876 Activities)

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SN12C (47755 Activities)

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SNB-19 (46794 Activities)

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TK-10 (45540 Activities)

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U-251 (51189 Activities)

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Associated Targets(non-human)

ERG2 C-8 sterol isomerase (237 Activities)

Discover Target: ERG2

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

Vesicular acetylcholine transporter (105 Activities)

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Sigmar1 Sigma opioid receptor (160 Activities)

Discover Target: Sigmar1

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

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

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Plasmodium falciparum (966862 Activities)

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Cavia porcellus (23802 Activities)

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Mus musculus (284745 Activities)

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RAW264.7 (28094 Activities)

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SIGMAR1 Sigma-1 receptor (3326 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)

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rev Protein Rev (94 Activities)

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gld-1 Female germline-specific tumor suppressor gld-1 (77 Activities)

Discover Target: gld-1

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Grin1 Glutamate NMDA receptor (6467 Activities)

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Adra2c Adrenergic receptor alpha-2 (3313 Activities)

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Oprd1 Opioid receptor (994 Activities)

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Tmem97 Sigma intracellular receptor 2 (922 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solvent:ethanol, Max Conc. mg/mL: 5.98, Max Conc. mM: 25; Solvent:DMSO, Max Conc. mg/mL: 5.98, Max Conc. mM: 25
• Sensitivity: light sensitive
• Melt Point(°C): 175 °C
• Molecular Weight: 239.320 g/mol
• XLogP3: 3.100
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 239.142 Da
• Monoisotopic Mass: 239.142 Da
• Topological Polar Surface Area: 50.400 Ų
• Heavy Atom Count: 18
• Formal Charge: 0
• Complexity: 287.000
• 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: 1

References

1. Ye Gao, Teng Zhang, Changyou Yu, Peiyi Li, Ningning Tian, Songgu Wu.  (2020)  The effect of solvents on solid-liquid phase equilibrium of 1,3-Di-o-tolylguanidine.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2020.113147]

2. Wei Guo, Hui He, Hongxiang Zhu, Xudong Hou, Xingjuan Chen, Shile Zhou, Shuangfei Wang, Lingtao Huang, Jiehan Lin.  (2019)  Preparation and properties of a biomass cellulose-based colorimetric sensor for Ag+ and Cu2+.  INDUSTRIAL CROPS AND PRODUCTS,      [PMID:] [10.1016/j.indcrop.2019.05.044]

3. Yuan Zhang, Dong Wang, Gaili Liu, Kun Wang, Shaomin Shuang, Chuan Dong.  (2025)  A novel CuO nanoparticle loaded DMSN@MnO2 nanozyme as an optical platform for 2-mercaptobenzothiazole assays and biotoxicity mitigation.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.159363]

4. Zi-Lin He, Jun-Hua Wei, Jian-Bin Luo, Zhi-Zhong Zhang, Jing-Hua Chen, Xiu-Xian Guo, Dai-Bin Kuang.  (2024)  Guanidinium-Based Manganese(II) Bromide with High Glass-Forming Ability for Thermoplastic Curved X-ray Imaging.  Laser & Photonics Reviews,      [PMID:] [10.1002/lpor.202301249]