(1r,4r)-4-(aminomethyl)cyclohexane-1-carboxylic acid

• ChemBase ID: 73252
• Molecular Formular: C8H15NO2
• Molecular Mass: 157.2102
• Monoisotopic Mass: 157.11027873
• SMILES: C1C[C@@H](CC[C@H]1C(=O)O)CN
• Canonical SMILES: NC[C@@H]1CC[C@H](CC1)C(=O)O
• InChI: InChI=1S/C8H15NO2/c9-5-6-1-3-7(4-2-6)8(10)11/h6-7H,1-5,9H2,(H,10,11)/t6-,7-
• InChIKey: GYDJEQRTZSCIOI-LJGSYFOKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1r,4r)-4-(aminomethyl)cyclohexane-1-carboxylic acid
• IUPAC Traditional name: tranexamic acid
• Synonyms: Cyklokapron; Tranexamic acid (Transamin); AMCA; AMCHA; HAKU; TAMCHA; Tranexamic acid; trans-4-(Aminomethyl)cyclohexanecarboxylic acid; trans-4-(Aminomethyl)cyclohexanecarboxylic Acid; Amchafibrin; Amikapron; Anvitoff; Bay 3517; CL 65336; Cyclocapron; Cyclokapron; DV 79; Exacyl; Haematrix; Tranol; Transamin; Transamin S; Transcam; Ugurol; Xamig; Xed; Zataranax; t-AMCHA; trans-Amcha; trans-p-(Aminomethyl)cyclohexanecarboxylic Acid; Tranexamic Acid; 氨甲环酸; 反-4-(氨基甲基)环己烷羧酸

Database IDs

• CAS Number: 1197-18-8
• EC Number: 214-818-2
• MDL Number: MFCD00001466
• Beilstein Number: 2207452
• PubChem SID: 24888448; 24846186; 162038172
• PubChem CID: 5526

CALCULATED PROPERTIES

• Acid pKa: 4.5582533
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.5895343
• LogD (pH = 7.4): -1.5519825
• Log P: -1.5523915
• Molar Refractivity: 41.9037 cm^3
• Polarizability: 16.785397 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: >260°C (dec.); >300 °C(lit.)

Safety Information

• Storage Condition: -20°C; Hygroscopic, Refrigerator, Under Inert Atmosphere
• RTECS: GU8400000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥96.0% (GC); 97%
• Grade: purum
• Salt Data: Free base
• Linear Formula: H2NCH2C6H10CO2H
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

Selleck Chemicals - S1875

Research Area: Cardiovascular Disease
Biological Activity:

Sigma Aldrich - 857653

Application
Used as a lysine analogue to characterize binding sites in plasminogen.1,2
Packaging
10, 50, 250 g in poly bottle

Sigma Aldrich - 08455

Other Notes
Potent and specific inhibitor of fibrinolysis1; It is employed in studies of plasminogen2; Internal standard for amino acid-analysis by GC3

Toronto Research Chemicals - T714505

Antifibrinolytic agent; blocks lysine binding sites of plasminogen. Hemostatic.

REFERENCES

• Andersson, et al.: Scand. J. Haematol. 2, 230 (1965)
• Melander, B., et al.: Acta Pharmacol. Toxicol., 22, 340 (1965)
• Bonnar, J., et al.: Br. Med. J., 313, 579 (1965)
• Dunn, C.J., et al.: Drugs, 57, 1005 (1965)