Phenylbiguanide - ≥98% , CAS No.102-02-3

CAS: 102-02-3 Cat. No.: P160522 Molecular Weight: 177.21 Beilstein Registry Number: 12(3)807 PubChem CID: 4780

GRADE & PURITY ≥98%

Synonyms

BCBcMAP01_000062 | HMS500O04 | KBio2_002359 | NINDS_000282 | Phenyl biguanide | 1-(diaminomethylidene)-2-phenylguanidine | KBio3_002427 | MLS002153449 | NCGC00015783-01 | NCGC00024909-02 | SMR000434198 | Spectrum2_001190 | Spectrum4_000058 | SY053837 | HM

Storage

Room temperature

Shipped In

Normal

Overview

Usually used in one pot synthesis of:4-chloro-2,5-dihydro-2,5-dioxonaphtho[1,2-d]imidazole-3-carboxylic acid phenyl amide, 6-chloro-8-phenylamino-9H-7,9,11-triaza-cyclohepta[a]naphthalene-5,10-dione,4-dimethylamino-5,10-dioxo-2-phenylimino-5,10-dihydro-2H-benzo[g]quinazoline-1-carboxylic acid amide.

Specifications

Synonyms

BCBcMAP01_000062 | HMS500O04 | KBio2_002359 | NINDS_000282 | Phenyl biguanide | 1-(diaminomethylidene)-2-phenylguanidine | KBio3_002427 | MLS002153449 | NCGC00015783-01 | NCGC00024909-02 | SMR000434198 | Spectrum2_001190 | Spectrum4_000058 | SY053837 | HM

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

5-HT 3 receptor agonist (EC 50 = 0.64 nM). Increases dopamine release.

Storage

Room temperature

Shipped In

Normal

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

≥98%

Names and Identifiers

• Pubchem Sid: 504750813
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504750813
• Canonical Smiles: C1=CC=C(C=C1)N=C(N)N=C(N)N
• IUPAC Name: 1-(diaminomethylidene)-2-phenylguanidine
• InChIKey: CUQCMXFWIMOWRP-UHFFFAOYSA-N
• INCHI: 1S/C8H11N5/c9-7(10)13-8(11)12-6-4-2-1-3-5-6/h1-5H,(H6,9,10,11,12,13)
• Isomeric SMILES: C1=CC=C(C=C1)N=C(N)N=C(N)N
• WGK Germany: 3
• RTECS: DU2450000
• PubChem CID: 4780
• Molecular Weight: 177.21
• Beilstein: 12(3)807
• Reaxy-Rn: 610553

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic nitrogen compounds
    • Class Organonitrogen compounds
      • Subclass Guanidines
        • Level5 Biguanides
          • Level6 Arylbiguanides
            • Level7 1-arylbiguanides

• Kingdom: Organic compounds
• Superclass: Organic nitrogen compounds
• Class: Organonitrogen compounds
• Subclass: Guanidines
• Intermediate Tree Nodes: Biguanides - Arylbiguanides
• Direct Parent: 1-arylbiguanides
• Alternative Parents: Benzene and substituted derivatives Carboximidamides Organopnictogen compounds Imines Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: 1-arylbiguanide - Benzenoid - Monocyclic benzene moiety - Carboximidamide - Organopnictogen compound - Hydrocarbon derivative - Imine - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as 1-arylbiguanides. These are organonitrogen compounds containing a biguanide that is N-arylsubstituted at only the 1-position.
• External Descriptors: guanidines

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)

HTR3A Tclin 5-hydroxytryptamine receptor 3A (0 Activities)

Discover Target: HTR3A

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

HTR3A Tclin Serotonin 3a (5-HT3a) receptor (3366 Activities)

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PTH1R Tclin Parathyroid hormone receptor (47172 Activities)

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ARSA Tbio Cerebroside-sulfatase (655 Activities)

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CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)

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NFKB1 Tclin Nuclear factor NF-kappa-B p105 subunit (1459 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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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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HEK293 (82097 Activities)

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POLI Tchem DNA polymerase iota (116820 Activities)

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EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

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LMNA Tbio Prelamin-A/C (36751 Activities)

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BLM Tchem Bloom syndrome protein (4248 Activities)

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RGS4 Tchem Regulator of G-protein signaling 4 (13867 Activities)

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ITGB3 Tclin Integrin alpha-V/beta-3 (2708 Activities)

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TAAR5 Tchem Trace amine-associated receptor 5 (2 Activities)

Discover Target: TAAR5

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Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

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Plasmodium falciparum (966862 Activities)

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Oryctolagus cuniculus (11301 Activities)

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Rattus norvegicus (775804 Activities)

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Hepatitis C virus (23859 Activities)

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Taar1 Trace amine-associated receptor 1 (899 Activities)

Discover Target: Taar1

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pfk 6-phospho-1-fructokinase (7870 Activities)

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Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)

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Htr3a Serotonin 3 (5-HT3) receptor (1834 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Melt Point(°C): 144 °C
• Molecular Weight: 177.210 g/mol
• XLogP3: 0.000
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 177.101 Da
• Monoisotopic Mass: 177.101 Da
• Topological Polar Surface Area: 103.000 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 211.000
• 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. Bufan Yu, Xingxing Duan, Zhaohui Xing, Jiacheng Liu, Yutong Pan, Lei Wang, Jiangshan Chen, Dongge Ma.  (2025)  Multifunctional Biguanide Additive Stabilizes Chloride-Rich Quasi-2D Perovskites for Efficient and Stable Pure-Blue LEDs.  ACS Applied Materials & Interfaces,      [PMID:40757629] [10.1021/acsami.5c12585]