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[ CAS No. 1197-18-8 ] {[proInfo.proName]}

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Chemical Structure| 1197-18-8
Chemical Structure| 1197-18-8
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Product Details of [ 1197-18-8 ]

CAS No. :1197-18-8 MDL No. :MFCD00001466
Formula : C8H15NO2 Boiling Point : -
Linear Structure Formula :- InChI Key :GYDJEQRTZSCIOI-UHFFFAOYSA-N
M.W : 157.21 Pubchem ID :5526
Synonyms :
cyclocapron;AMCA;Tranexamic Acid, TXA, Trans AMCHA, Cyklokapron;TXA

Safety of [ 1197-18-8 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1197-18-8 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 1197-18-8 ]
  • Downstream synthetic route of [ 1197-18-8 ]

[ 1197-18-8 ] Synthesis Path-Upstream   1~10

  • 1
  • [ 108-31-6 ]
  • [ 1197-18-8 ]
  • [ 69907-67-1 ]
Reference: [1] Organic Preparations and Procedures International, 1993, vol. 25, # 5, p. 592 - 594
[2] Organic and Biomolecular Chemistry, 2014, vol. 12, # 34, p. 6624 - 6633
  • 2
  • [ 1197-18-8 ]
  • [ 69907-67-1 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 13, p. 3749 - 3753
[2] Patent: WO2014/141094, 2014, A1,
[3] Patent: WO2015/31396, 2015, A1,
  • 3
  • [ 51782-10-6 ]
  • [ 1197-18-8 ]
YieldReaction ConditionsOperation in experiment
85.11% With barium hydroxide octahydrate; hydrogen In ethanol; water at 250℃; for 7.5 h; To a 1 L hydrogenation kettle, methyl 4-acetamidomethylcyclohexylcarboxylate (28. 00 g, 0.13 mol), 100 mL of ethanol, 200 mL of water,Barium hydroxide octahydrate (95. 82g, 0.30mol), shut down the reaction dad, pass the IMPa hydrogen to replace the air 3 times (or replace with nitrogen)And then pass 1MPa of hydrogen leak detection, if not leak, the pressure transferred to 4MPa, stir to raise the temperature to 250 ° C reaction 7. 5 hours,Stop the reaction, open the kettle, the reaction solution poured out, placed in a reaction flask, add water 200mL, heated to 70 ° C,Neutralized with carbon dioxide to pH 3. 3, barium carbonate was removed by filtration, the filtrate was adjusted to pH 3 with sulfuric acid, allowed to stand for 3 hours, filtered, washed with water,Add 5 g of activated charcoal decolorization, filtration, the filtrate sprinkled to 50mL, then add ethanol 50mL crystallization, cooling to 10 ° C, filtration, crystallization with ethanol washing, drying, white solid trans-4-aminomethylcyclohexylformic acid, Mass of 17.37g, mp: 384-388 ° (decomposition), molar yield of 85.11percent By liquid phase detection, trans-body content of 99.6910percent
Reference: [1] Patent: CN104151183, 2016, B, . Location in patent: Paragraph 0051-0053
  • 4
  • [ 15177-68-1 ]
  • [ 1197-18-8 ]
Reference: [1] Patent: US3950405, 1976, A,
  • 5
  • [ 19145-95-0 ]
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Reference: [1] Patent: US3950405, 1976, A,
  • 6
  • [ 1129-35-7 ]
  • [ 1197-18-8 ]
Reference: [1] Patent: CN104151183, 2016, B,
  • 7
  • [ 953817-12-4 ]
  • [ 108-31-6 ]
  • [ 1197-18-8 ]
Reference: [1] Journal of Computer-Aided Molecular Design, 2013, vol. 27, # 7, p. 615 - 635
  • 8
  • [ 64-17-5 ]
  • [ 1197-18-8 ]
  • [ 19878-18-3 ]
YieldReaction ConditionsOperation in experiment
96% at 0 - 70℃; for 1.16667 h; First, trans-4-(aminomethyl)cyclohexaneethylcarboxylate hydrochloride was synthesized using trans-4-(aminomethyl)cyclohexanecarboxylic acid purchased form TCI (Japan). Trans-4-(aminomethyl)cyclohexanecarboxylic acid (1.57 g, 10 mmol) was added to 40 mL of ethanol at 02C and stirred. After slowly adding thionyl chloride (0.9 mL, 12 mmol), the mixture was stirred for 10 min while keeping cold. Then, after refluxing at 702C for 1 h, the reaction mixture was cooled to room temperature. After completely removing the solvent under reduced pressure, the residue was washed twice with hexane (25 mL) to remove the remaining solvent. The mixture with the solvent completely removed was dried in dried under vacuum for 6 h to obtain trans-4-(aminomethyl)cyclohexaneethylcarboxylate hydrochloride. Yield was 2.13 g (96percent). 1H NMR (d6-DMSO): δ=4.03 (q, J=7.08, 2H, OCH2CH3), 2.61 (m, 1H, H13), 2.21 (m, 1H, H10), 1.85 (m, 2H, H9), 1.27 (m, 4H, H12H11), 1.16 (t, J=7.06, 3H, OCH2CH3), 0.96 (m, 4H, H12H11). Anal. Calc. for C10H20ClNO2: C, 54.17; H, 9.09; N, 6.32. Found: C, 53.78; H, 8.91; N, 6.34.
Reference: [1] Patent: US2013/231475, 2013, A1, . Location in patent: Paragraph 0043-0045
  • 9
  • [ 1197-18-8 ]
  • [ 82911-69-1 ]
  • [ 167690-53-1 ]
Reference: [1] Organic Process Research and Development, 2001, vol. 5, # 4, p. 445 - 449
[2] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 8, p. 1445 - 1449
[3] Biological Chemistry, 2015, vol. 396, # 1, p. 45 - 52
  • 10
  • [ 1197-18-8 ]
  • [ 177583-27-6 ]
Reference: [1] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 24, p. 8467 - 8487
[2] Bioorganic and Medicinal Chemistry Letters, 1997, vol. 7, # 1, p. 67 - 72
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