Cas no 6321-23-9 (4-methylcyclohexan-1-amine)

4-Methylcyclohexan-1-amine is a cycloaliphatic amine featuring a methyl substituent at the 4-position of the cyclohexane ring. This compound is commonly utilized as an intermediate in organic synthesis, particularly in the production of pharmaceuticals, agrochemicals, and specialty chemicals. Its cyclohexane backbone provides structural rigidity, while the amine group offers reactivity for further functionalization. The methyl group enhances lipophilicity, influencing solubility and reactivity in various applications. The compound is typically available in high purity, ensuring consistent performance in synthetic processes. Proper handling is required due to its amine functionality, which may pose reactivity and storage considerations under certain conditions.
4-methylcyclohexan-1-amine structure
4-methylcyclohexan-1-amine structure
Product Name:4-methylcyclohexan-1-amine
CAS No:6321-23-9
MF:C7H15N
MW:113.200701951981
MDL:MFCD00001495
CID:46640
PubChem ID:80604
Update Time:2025-06-14

4-methylcyclohexan-1-amine Chemical and Physical Properties

Names and Identifiers

    • 4-Methylcyclohexanamine
    • HEXAHYDRO-P-TOLUIDINE
    • 4-METHYLCYCLOHEXYLAMINE
    • 4-methylcyclohexylamine, mixed isomers
    • 1-Amino-4-methylcyclohexane
    • 4-METHYLCYCLOHEXAMINE
    • 4-Methylcyclohexylamine (cis- and trans- mixture)
    • Cyclohexylamine, 4-methyl-
    • 1-Amino-4-methylcyclohexane (cis- and trans- mixture)
    • Cyclohexylamine,4-methyl- (6CI,7CI,8CI)
    • NSC32387
    • p-Methylcyclohexylamine
    • 4-methylcyclohexan-1-amine
    • AC-18739
    • AS-0806
    • Cyclohexylamine, 4-methyl-, cis-
    • (1S,4S)-4-METHYLCYCLOHEXAN-1-AMINE
    • M1117
    • (1r,4r)-4-methylcyclohexanamine? (Glimepiride Impurity pound(c)
    • N13044
    • CS-0165194
    • trans-4-Methyl-cyclohexylamine
    • Cyclohexanamine, 4-methyl-, trans-
    • EINECS 228-673-8
    • SCHEMBL49052
    • trans-4-Methylcyclohexylamine, AldrichCPR
    • CHEBI:183280
    • AS-11818
    • AKOS000120630
    • trans-4-Methylcyclohexyl amine
    • M1780
    • trans-4-methyl-1-cyclohexanamine
    • 4-trans-Methylcyclohexylamine
    • (1R,4R)-4-METHYLCYCLOHEXAN-1-AMINE
    • trans-1-Amino-4-methylcyclohexane
    • SY025288
    • cis-4-Methylcyclohexylamine.
    • F0001-0850
    • DTXSID2064232
    • KSMVBYPXNKCPAJ-KNVOCYPGSA-N
    • CHEMBL3780789
    • 4-cis-Methylcyclohexanamine
    • NSC-32387
    • W10116
    • MFCD00001495
    • FT-0619076
    • AS-78721
    • EN300-651151
    • FT-0671631
    • 4JU
    • SCHEMBL433619
    • BCP10473
    • MFCD06411232
    • trans-4-Methylcyclohexan-1-amine
    • Cyclohexanamine, 4-methyl-, cis-
    • NS00020324
    • AM804167
    • BDBM50152094
    • 4-Methylcyclohexylamine, trans-
    • SB36193
    • DTXSID601309835
    • 4-Methyl-cyclohexylamine
    • InChI=1/C7H15N/c1-6-2-4-7(8)5-3-6/h6-7H,2-5,8H2,1H
    • trans 4-methylcyclohexyl-amine
    • Cis-4-Methylcyclohexanamine
    • KSMVBYPXNKCPAJ-LJGSYFOKSA-N
    • Q27453111
    • EN300-20987
    • BDBM50261173
    • 2523-56-0
    • (1r,4r*)-4-methylcyclohexan-1-amine
    • CIS-4-METHYL-CYCLOHEXYLAMINE
    • cis-4-methyl-1-cyclohexanamine
    • DTXSID801307354
    • BB 0259385
    • J-525026
    • (1r,4r)-4-methylcyclohexanamine
    • CHEMBL510738
    • 4-Methylcyclohexylamine,c&t
    • NSC 32387
    • cis-1-Amino-4-methylcyclohexane
    • SCHEMBL12021758
    • A902355
    • SCHEMBL4456250
    • 4-Methylcyclohexanamine #
    • 4-methylcylcohexylamine
    • AS-54788
    • Q27454757
    • trans-4-Methylcyclohexanamine
    • EN300-145994
    • 4-Methylcyclohexylamine, mixture of cis and trans
    • HZE5FWV7EQ
    • SCHEMBL10120393
    • Trans-4-Methylcyclohexylamine
    • trans-4-Methyl-1-cyclohexylamine
    • (4-methylcyclohexyl)amine
    • A5111
    • FT-0623926
    • CIS-4-METHYL CYCLOHEXYLAMINE
    • J-015882
    • M2949
    • 6321-23-9
    • 6HY7JNM5XM
    • AKOS006345927
    • Cyclohexanamine, 4-methyl-
    • MFCD13563117
    • AKOS006348883
    • 2523-55-9
    • p-Aminocyclohexylmethane
    • trans 4-Methylcylclohexylamine
    • 4-cis-Methylcyclohexylamine
    • W-104926
    • FT-0607329
    • 4-Methylcyclohexylamine, cis-
    • trans 4-methylcyclohexylamine
    • cis-4-Methylcyclohexylamine
    • STK500609
    • DB-002050
    • (2S)-3-(4-Chloro-3-fluorophenoxy)-N-[4-cyano-3-(trifluoromethyl)phenyl]-2-hydroxy-2-methyl-propanamide
    • trans-4-Methylcyclohexanamine; 4-trans-Methylcyclohexylamine; trans-1-Amino-4-methylcyclohexane; trans-4-Methyl-1-cyclohexanamine; trans-4-Methyl-1-cyclohexylamine;
    • BBL036898
    • ALBB-001497
    • DTXCID6043759
    • 4-MCHA
    • DB-369943
    • cyclohexane, trans-1-amino-4-methyl-
    • DB-002963
    • MDL： MFCD00001495
    • Inchi： 1S/C7H15N/c1-6-2-4-7(8)5-3-6/h6-7H,2-5,8H2,1H3
    • InChI Key： KSMVBYPXNKCPAJ-UHFFFAOYSA-N
    • SMILES： NC1CCC(C)CC1

Computed Properties

  • Exact Mass: 113.12000
  • Monoisotopic Mass: 113.12
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 0
  • Complexity: 62.8
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 26A^2
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing

Experimental Properties

  • Color/Form: Not determined
  • Density: 0.855?g/mL?at 25?°C(lit.)
  • Melting Point: -8.5°C (estimate)
  • Boiling Point: 152°C(lit.)
  • Flash Point: Fahrenheit: 80.6 ° f
    Celsius: 27 ° c
  • Refractive Index: n20/D 1.4531(lit.)
  • PSA: 26.02000
  • LogP: 2.22410
  • Solubility: Soluble in water

4-methylcyclohexan-1-amine Security Information

4-methylcyclohexan-1-amine Customs Data

  • HS CODE：2921300090
  • Customs Data：

    China Customs Code:

    2921300090

    Overview:

    2921300090 Other rings(Alkane,Alkene,Terpene)Monoamine or polyamine(Including its derivatives and their salts). VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2921300090 other cyclanic, cyclenic or cyclotherpenic mono- or polyamines, and their derivatives; salts thereof.Supervision conditions:None.VAT:17.0%.Tax rebate rate:9.0%.MFN tariff:6.5%.General tariff:30.0%

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4-methylcyclohexan-1-amine Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Hydrogen Catalysts: Cobalt (graphene encapsulated metastable hexagonal closed-packed nanoparticles pyrolyzed at 400) Solvents: Water ;  24 h, 5 MPa, 220 °C
Reference
MOF-derived hcp-Co nanoparticles encapsulated in ultrathin graphene for carboxylic acids hydrogenation to alcohols
Gao, Xiaoqing; Zhu, Shanhui ; Dong, Mei; Fan, Weibin, Journal of Catalysis, 2021, 399, 201-211

4-methylcyclohexan-1-amine Raw materials

4-methylcyclohexan-1-amine Preparation Products

4-methylcyclohexan-1-amine Related Literature

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Additional information on 4-methylcyclohexan-1-amine

Recent Advances in the Study of 4-Methylcyclohexan-1-amine (CAS: 6321-23-9) in Chemical Biology and Pharmaceutical Research

4-Methylcyclohexan-1-amine (CAS: 6321-23-9) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its versatile applications in drug discovery and synthesis. This compound, characterized by its cyclohexane backbone with a methyl group at the 4-position and an amine functional group, serves as a key intermediate in the development of various bioactive molecules. Recent studies have explored its potential in modulating biological pathways, enhancing drug delivery systems, and serving as a scaffold for novel therapeutic agents.

One of the most notable advancements involves the use of 4-methylcyclohexan-1-amine in the synthesis of chiral ligands for asymmetric catalysis. Researchers have demonstrated its efficacy in facilitating enantioselective reactions, which are critical for producing optically active pharmaceuticals. A 2023 study published in the Journal of Medicinal Chemistry highlighted its role in the synthesis of beta-amino alcohols, a class of compounds with significant pharmacological activities, including antimicrobial and anti-inflammatory properties.

In addition to its synthetic utility, 4-methylcyclohexan-1-amine has been investigated for its biological activity. Recent in vitro studies have shown that derivatives of this compound exhibit promising inhibitory effects on certain enzymes involved in neurodegenerative diseases. For instance, a derivative bearing a sulfonamide group demonstrated potent activity against acetylcholinesterase, a target for Alzheimer's disease therapy. These findings suggest that 4-methylcyclohexan-1-amine could serve as a valuable scaffold for developing new neuroprotective agents.

Another area of interest is the compound's potential in drug formulation and delivery. Due to its amphiphilic nature, 4-methylcyclohexan-1-amine has been explored as a component in lipid-based drug delivery systems. A recent study in the International Journal of Pharmaceutics reported that incorporating this amine into liposomal formulations improved the stability and bioavailability of poorly soluble drugs, particularly those targeting cancer cells. This innovation could pave the way for more effective therapeutic strategies in oncology.

Despite these promising developments, challenges remain in optimizing the pharmacological profile of 4-methylcyclohexan-1-amine derivatives. Issues such as metabolic stability, toxicity, and selectivity need to be addressed through further structure-activity relationship (SAR) studies. Recent computational modeling efforts have provided insights into the structural modifications required to enhance these properties, as detailed in a 2023 publication in Bioorganic & Medicinal Chemistry Letters.

In conclusion, 4-methylcyclohexan-1-amine (CAS: 6321-23-9) continues to be a compound of significant interest in chemical biology and pharmaceutical research. Its applications in asymmetric synthesis, neuroprotection, and drug delivery highlight its versatility and potential for future therapeutic innovations. Ongoing research aims to overcome existing limitations and unlock its full potential in drug development.

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