Amstat

Base Information

• Chemical Name: Amstat
• CAS No.: 1197-18-8
• Molecular Formula: C8H15NO2
• Molecular Weight: 157.213
• Hs Code.: 29224999
• Mol file: 1197-18-8.mol

Synonyms:trans-4-Aminomethylcyclohexane-1-carboxylic acid;trans-4-(Aminomethyl)cyclohexanecarboxylic acid;trans-1-(Aminomethyl)cyclohexane-4-carboxylic acid;Acido tranexamico [INN-Spanish];4-(aminomethyl)cyclohexane-1-carboxylic acid;Cyclohexanecarboxylic acid, 4- (aminomethyl)-, trans-;Frenolyse;Tamcha;Cyclohexanecarboxylic acid,4-(aminomethyl)-,trans-;Trans-4-(Aminomethyl)cyclohexane-1-carboxylic acid;trans-1-Aminomethylcyclohexane-4-carboxylic acid;Tranex;trans-4-(Aminomethyl)cyclohexanecarboxylic acid; Tranexamic Acid;Tranesamic acid;CYCLO CAPRON;Transamin;Tranexan;Rikavarin-S;Rikavarin (TN);4-(Aminomethyl)cyclohexanecarboxylic acid;Hexatron;Trans-p-(Aminomethyl)cyclohexanecarboxylic acid;Amikapron;Cyclohexanecarboxylic acid, 4-(aminomethyl)-, trans-;Ugurol;trans-4-(Aminomethyl)-1-cyclohexanecarboxylic acid;

Chemical Property of Amstat

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 300 °C
• Refractive Index: 1.497
• Boiling Point: 300.201 °C at 760 mmHg
• PKA: pKa 4.3 (Uncertain);10.6 (Uncertain)
• Flash Point: 135.357 °C
• PSA: 63.32000
• Density: 1.096 g/cm³
• LogP: 1.53640
• Storage Temp.: Store at 0°C
• Solubility.: Freely soluble in water and in glacial acetic acid, practically insoluble in acetone and in ethanol (96 per cent).
• Water Solubility.: 1g/6ml

Purity/Quality:

99% ^*data from raw suppliers

Tranexamic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Structure and Mechanism of Action: Tranexamic acid (TXA) is a synthetic derivative of the amino acid lysine. It competitively inhibits the activation of plasminogen to the serine protease, plasmin, via binding to kringle domains. TXA is also a competitive inhibitor of tissue plasminogen activator and directly inhibits plasmin activity.
• Medical Applications: Reduces the risk of bleeding among patients undergoing cardiac surgery.; Effective in reducing perioperative bleeding in patients undergoing noncardiac surgery.; Used in surgery to decrease bleeding and the need for blood transfusion.; Available in intravenous and oral formulations.
• Pharmacokinetics: Distributed throughout all body tissues with a plasma half-life of 120 minutes.; Bioavailability of oral and intravenous TXA is reported to be 33%-34%.; Elimination is primarily through renal clearance.
• FDA Approval and Off-Label Uses: FDA-approved usage includes heavy menstrual bleeding and short-term prevention in patients with hemophilia.; Off-label uses include management of bleeding trauma patients, postpartum hemorrhage, and surgical operations to reduce blood loss.; TXA administration reduces mortality in bleeding trauma patients and postpartum hemorrhage.
• Historical Background: First made in 1962 by Japanese researchers Shosuke and Utako Okamoto. Listed on the World Health Organization's List of Essential Medicines. Approved by the US FDA in 1986.

Technology Process of Amstat

There total 8 articles about Amstat which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

concentrated ammonia water + trans-4-cyanocyclohexane-1-ylcarboxylic acid (15177-68-1) → trans-4-aminomethyl-cyclohexyl-carboxylic acid (1197-18-8)

Guidance literature:

aluminum nickel; In methanol; water; acetone;

Reference yield: 92.0%

→ trans-4-aminomethyl-cyclohexyl-carboxylic acid (1197-18-8)

Guidance literature:

Reference yield: 85.11%

methyl 4-(acetamidomethyl)cyclohexane-1-carboxylate (51782-10-6) → trans-4-aminomethyl-cyclohexyl-carboxylic acid (1197-18-8)

Guidance literature:

With barium hydroxide octahydrate; hydrogen; In ethanol; water; at 250 ℃; for 7.5h; under 7500.75 - 30003 Torr; Pressure; Temperature;

upstream raw materials:

trans-4-cyanocyclohexane-1-ylcarboxylic acid

methyl trans-4-cyanocyclohexane-1-carboxylate

C₁₂H₁₇NO₅

4-cyanobenzoic acid methyl ester

Downstream raw materials:

4-(5-benzyl-6-thioxo-[1,3,5]thiadiazinan-3-ylmethyl)-cyclohexanecarboxylic acid

4-(N-maleimidomethyl)cyclohexanecarboxylic acid N-hydroxysuccinimide ester

(1r,4r)-4-((2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl)cyclohexane-1-carboxylic acid

4-(2,5-Dioxo-2,5-dihydro-pyrrol-1-ylmethyl)-cyclohexanecarboxylic acid 4-oxo-4H-benzo[d][1,2,3]triazin-3-yl ester

Refernces

• 1、 -. "Method for synthesizing formic acid". . . Retrieved 2022/04/03.
• 2、 -. "A 4-acetamidomethyl methyl cyclohexyl method for producing methyl formate". . . Retrieved 2017/02/28.