trans-4-cyanocyclohexane-1-ylcarboxylic acid
trans-4-aminomethyl-cyclohexyl-carboxylic acid
Conditions | Yield |
---|---|
aluminum nickel In methanol; water; acetone | 92% |
methyl 4-(acetamidomethyl)cyclohexane-1-carboxylate
trans-4-aminomethyl-cyclohexyl-carboxylic acid
Conditions | Yield |
---|---|
With barium hydroxide octahydrate; hydrogen In ethanol; water at 250℃; under 7500.75 - 30003 Torr; for 7.5h; Pressure; Temperature; | 85.11% |
methyl trans-4-cyanocyclohexane-1-carboxylate
trans-4-aminomethyl-cyclohexyl-carboxylic acid
Conditions | Yield |
---|---|
With triethylamine In hydrous methanol |
C12H17NO5
A
maleic anhydride
B
trans-4-aminomethyl-cyclohexyl-carboxylic acid
Conditions | Yield |
---|---|
With hydrogenchloride In water for 1h; Kinetics; |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: sodium acetate; hydrogen; ruthenium-carbon composite / 7 h / 40 °C / 6750.68 - 7500.75 Torr 2: hydrogen; potassium acetate / toluene / 13 h / 150 °C / 7500.75 - 75007.5 Torr 3: hydrogen; barium hydroxide octahydrate / ethanol; water / 7.5 h / 250 °C / 7500.75 - 30003 Torr View Scheme |
di-tert-butyl dicarbonate
trans-4-aminomethyl-cyclohexyl-carboxylic acid
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane; sodium hydroxide | 100% |
di-tert-butyl dicarbonate
trans-4-aminomethyl-cyclohexyl-carboxylic acid
trans 4-(tert-butyloxycarbonylamino)methylcyclohexanecarboxylic acid
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In water at 20℃; for 18h; Industrial scale; | 97% |
With sodium hydrogencarbonate In 1,4-dioxane | 95% |
With sodium hydroxide In water; tert-butyl alcohol for 18h; Ambient temperature; | 94% |
trans-4-aminomethyl-cyclohexyl-carboxylic acid
benzyl chloroformate
(1r,4r)-4-({[(benzyloxy)carbonyl]amino}methyl)cyclohexane-1-carboxylic acid
Conditions | Yield |
---|---|
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 2h; | 97% |
With sodium hydroxide | |
With sodium hydroxide for 1h; |
trans-4-aminomethyl-cyclohexyl-carboxylic acid
Allyl chloroformate
trans-4-allyloxycarbonylaminomethylcyclohexanecarboxylic acid
Conditions | Yield |
---|---|
With sodium hydroxide In 1,4-dioxane | 97% |
ethanol
trans-4-aminomethyl-cyclohexyl-carboxylic acid
ethyl trans-4-(aminomethyl)cyclohexanecarboxylate hydrochloride
Conditions | Yield |
---|---|
With thionyl chloride at 0 - 70℃; for 1.16667h; | 96% |
Conditions | Yield |
---|---|
95% |
trans-4-aminomethyl-cyclohexyl-carboxylic acid
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
(1R,4R)-4-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)methyl]cyclohexane-1-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: trans-4-aminomethyl-cyclohexyl-carboxylic acid With triethylamine In water at 20℃; Stage #2: N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide In water; acetonitrile at 20℃; | 95% |
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide | |
With sodium carbonate In N,N-dimethyl-formamide | |
Stage #1: trans-4-aminomethyl-cyclohexyl-carboxylic acid With potassium carbonate In acetonitrile for 0.333333h; Stage #2: N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide In acetonitrile for 2h; Cooling with ice; |
trans-4-aminomethyl-cyclohexyl-carboxylic acid
2,5-dichlorobenzenesulphonyl chloride
Conditions | Yield |
---|---|
With sodium carbonate In water at 20℃; pH=8 - 9; | 94% |
trans-4-aminomethyl-cyclohexyl-carboxylic acid
trans-4-(aminomethyl)cyclohexanemethanol hydrochloride
Conditions | Yield |
---|---|
With borane In tetrahydrofuran; methanol | 93% |
trans-4-aminomethyl-cyclohexyl-carboxylic acid
Conditions | Yield |
---|---|
With thionyl chloride | 92.1% |
trans-4-aminomethyl-cyclohexyl-carboxylic acid
ethylene glycol
2-hydroxyethyl-trans-4-(aminomethyl)cyclohexylcarboxylate hydrochloride
Conditions | Yield |
---|---|
With thionyl chloride at 75℃; for 1h; | 92% |
trans-4-aminomethyl-cyclohexyl-carboxylic acid
4-bromobenzenesulfonyl chloride
trans-4-[(4-bromobenzenesulfonyl)aminomethyl]cyclohexanecarboxylic acid
Conditions | Yield |
---|---|
With sodium carbonate In water at 20℃; pH=8 - 9; | 91% |
With sodium hydroxide In water at 20℃; for 24h; | 21% |
With sodium hydroxide at 20℃; for 48h; |
2-methoxy-ethanol
trans-4-aminomethyl-cyclohexyl-carboxylic acid
2-methoxyethyl-trans-4-(aminomethyl)cyclohexylcarboxylate hydrochloride
Conditions | Yield |
---|---|
With thionyl chloride at 75℃; for 1h; | 90% |
p-fluorobenzoic acid succinimidyl ester
trans-4-aminomethyl-cyclohexyl-carboxylic acid
Conditions | Yield |
---|---|
In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; | 89% |
maleic anhydride
trans-4-aminomethyl-cyclohexyl-carboxylic acid
C12H17NO5
Conditions | Yield |
---|---|
Stage #1: trans-4-aminomethyl-cyclohexyl-carboxylic acid With sodium hydroxide In tetrahydrofuran for 0.5h; Inert atmosphere; Stage #2: maleic anhydride In tetrahydrofuran for 12h; Inert atmosphere; Reflux; | 87% |
In 1,4-dioxane at 20℃; for 48h; | |
Stage #1: maleic anhydride; trans-4-aminomethyl-cyclohexyl-carboxylic acid In N,N-dimethyl-formamide at 15 - 25℃; Stage #2: With 2,4,6-trimethyl-pyridine In N,N-dimethyl-formamide at -5 - 5℃; for 0.333333h; |
trans-4-aminomethyl-cyclohexyl-carboxylic acid
p-acetylaminobenzenesulfonyl chloride
Conditions | Yield |
---|---|
With sodium carbonate In water at 20℃; pH=8 - 9; | 87% |
maleic anhydride
trans-4-aminomethyl-cyclohexyl-carboxylic acid
trans-4-([(2Z)-3-carboxyprop-2-enoyl]aminolmethyl)cyclohexanecarboxylic acid
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 6h; Inert atmosphere; | 86% |
With acetic acid at 20℃; | |
With acetic acid at 20℃; |
phthalic anhydride
trans-4-aminomethyl-cyclohexyl-carboxylic acid
(1R*,4R*)-4-((1,3-dioxoisoindolin-2-yl)methyl)cyclohexane-1-carboxylic acid
Conditions | Yield |
---|---|
With acetic acid for 3h; Reflux; | 85% |
In acetic acid for 16h; Heating; | 80% |
at 150℃; for 0.75h; Yield given; |
trans-4-aminomethyl-cyclohexyl-carboxylic acid
p-toluenesulfonyl chloride
4-[(toluene-4-sulfonylamino)methyl]cyclohexanecarboxylic acid
Conditions | Yield |
---|---|
With sodium carbonate In water at 20℃; pH=8 - 9; | 84% |
With sodium hydroxide at 20℃; for 48h; | |
With sodium hydroxide In chloroform; water at 20℃; for 48h; | |
With sodium hydroxide In chloroform; water at 20℃; for 72h; |
trans-4-aminomethyl-cyclohexyl-carboxylic acid
methyl carbamimidothioate bis(sulfate)
4-guanidinomethylcyclohexanecarboxylic acid
Conditions | Yield |
---|---|
With sodium hydroxide In water Ambient temperature; | 83% |
L-arginine
trans-4-aminomethyl-cyclohexyl-carboxylic acid
trifluoroacetic acid
6-((S)-1-{[(E)-Allyloxycarbonylimino]-amino-methyl}-3-tert-butoxycarbonylamino-piperidin-2-yloxy)-hexanoic acid
Conditions | Yield |
---|---|
With aminomethylated polystyrene resin Solid phase reaction; | 83% |
trans-4-aminomethyl-cyclohexyl-carboxylic acid
3,4-dihydroxybenzaldehyde
trans-4-[N-(3',4'-dihydroxybenzylidene)aminomethyl]cyclohexane-1-carboxylic acid
Conditions | Yield |
---|---|
In methanol | 82.7% |
Conditions | Yield |
---|---|
With thionyl chloride at 75℃; for 1h; | 82% |
With thionyl chloride at 0 - 75℃; for 1.16667h; | 82% |
1-Naphthalenesulfonyl chloride
trans-4-aminomethyl-cyclohexyl-carboxylic acid
4-[(naphthalene-1-sulfonylamino)-methyl]-cyclohexanecarboxylic acid
Conditions | Yield |
---|---|
With sodium hydroxide at 20℃; sulfonylation; | 80% |
With sodium hydroxide In chloroform at 20℃; for 48h; | |
With sodium hydroxide In chloroform; water at 20℃; for 72h; |
trans-4-aminomethyl-cyclohexyl-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: {[2-methyl-4-oxo-3-(4-chlorophenyl)-4H-chromen-7-yl]oxy}acetic acid With 1-hydroxy-pyrrolidine-2,5-dione; diisopropyl-carbodiimide In 1,4-dioxane at 20℃; for 2h; Stage #2: trans-4-aminomethyl-cyclohexyl-carboxylic acid With sodium hydrogencarbonate In 1,4-dioxane; water | 79% |
1,8-Naphthalic anhydride
trans-4-aminomethyl-cyclohexyl-carboxylic acid
4-(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-ylmethyl)cyclohexanecarboxylic acid
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 5h; Reflux; | 78% |
trans-4-aminomethyl-cyclohexyl-carboxylic acid
2-[(7,8,9,10-tetrahydro-6-oxo-6H-dibenzo[b,d]pyran-3-yl)oxy]acetic acid
Conditions | Yield |
---|---|
Stage #1: 2-[(7,8,9,10-tetrahydro-6-oxo-6H-dibenzo[b,d]pyran-3-yl)oxy]acetic acid With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide In 1,4-dioxane for 2h; Stage #2: trans-4-aminomethyl-cyclohexyl-carboxylic acid With sodium hydroxide In 1,4-dioxane; water | 71% |
Product Name: Tranexamic acid (CAS NO.1197-18-8)
Molecular Formula: C8H15NO2
Molecular Weight: 157.21g/mol
EINECS: 214-818-2
Melting point: 300 °C
Water solubility: 1g/6ml
Storage temp.: Store at 0 °C
Index of Refraction: 1.497
Molar Refractivity: 42.007 cm3
Molar Volume: 143.445 cm3
Surface Tension: 43.639 dyne/cm
Density: 1.096 g/cm3
Flash Point: 135.357 °C
Enthalpy of Vaporization: 59.426 kJ/mol
Boiling Point: 300.201 °C at 760 mmHg
XLogP3-AA: -2
H-Bond Donor: 2
H-Bond Acceptor: 2
Structure Descriptors of Tranexamic acid (CAS NO.1197-18-8):
IUPAC Name: 4-(aminomethyl)cyclohexane-1-carboxylic acid
Canonical SMILES: C1CC(CCC1CN)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)
InChIKey: GYDJEQRTZSCIOI-UHFFFAOYSA-N
Product Categories: 4-Substituted Cyclohexanecarboxylic Acids; API's
1. | orl-mus TDLo:9 mg/kg (female 7-12D post):REP | OYYAA2 Oyo Yakuri. Pharmacometrics. 5 (1971),415. | ||
2. | orl-rat TDLo:9 mg/kg (female 9-14D post):TER | OYYAA2 Oyo Yakuri. Pharmacometrics. 5 (1971),415. | ||
3. | orl-rat LD50:3000 mg/kg | APTOA6 Acta Pharmacologica et Toxicologica. 22 (1965),340. | ||
4. | ipr-rat LD50:4200 mg/kg | MEIEDD Merck Index. 10 (1983),1269. | ||
5. | scu-rat LD50:4620 mg/kg | NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982” Edited by Japan Pharmaceutical Information Center. 6 (1982),512. | ||
6. | ivn-rat LD50:1200 mg/kg | APTOA6 Acta Pharmacologica et Toxicologica. 22 (1965),340. | ||
7. | scu-mus LD50:5310 mg/kg | NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982” Edited by Japan Pharmaceutical Information Center. 6 (1982),512. | ||
8. | ivn-mus LD50:1350 mg/kg | NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982” Edited by Japan Pharmaceutical Information Center. 6 (1982),512. | ||
9. | ivn-dog LD50:1110 mg/kg | NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982” Edited by Japan Pharmaceutical Information Center. 6 (1982),512. |
Moderately toxic by ingestion and intravenous routes. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits toxic fumes such as NOx. A hemostatic agent.
The Hazard Codes of Tranexamic acid (CAS NO.1197-18-8) Xi:;
The Risk Statements R36/37/38 : Irritating to eyes, respiratory system and skin.
The Safety Statements S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.S37/39 : Wear suitable gloves and eye/face protection.
Tranexamic acid , its CAS NO. is 1197-18-8, the synonyms are trans-4-Aminomethylcyclohexane-1-carboxylate ; trans-4-(Aminomethyl)cyclohexanecarboxylic acid ; Amstat .
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