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1197-18-8

Basic Information
CAS No.: 1197-18-8
Name: Tranexamic acid
Article Data: 33
Cas Database
Molecular Structure:
Molecular Structure of 1197-18-8 (Tranexamic acid)
Formula: C8H15NO2
Molecular Weight: 157.213
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;
EINECS: 214-818-2
Density: 1.096 g/cm3
Melting Point: 300 °C
Boiling Point: 300.201 °C at 760 mmHg
Flash Point: 135.357 °C
Solubility: water: 1 g/6mL
Appearance: white crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36-37/39
Transport Information: N/A
PSA: 63.32000
LogP: 1.53640
Synthetic route
concentrated ammonia water

concentrated ammonia water

15177-68-1

trans-4-cyanocyclohexane-1-ylcarboxylic acid

1197-18-8

trans-4-aminomethyl-cyclohexyl-carboxylic acid

Conditions
ConditionsYield
aluminum nickel In methanol; water; acetone92%
51782-10-6

methyl 4-(acetamidomethyl)cyclohexane-1-carboxylate

1197-18-8

trans-4-aminomethyl-cyclohexyl-carboxylic acid

Conditions
ConditionsYield
With barium hydroxide octahydrate; hydrogen In ethanol; water at 250℃; under 7500.75 - 30003 Torr; for 7.5h; Pressure; Temperature;85.11%
19145-95-0

methyl trans-4-cyanocyclohexane-1-carboxylate

1197-18-8

trans-4-aminomethyl-cyclohexyl-carboxylic acid

Conditions
ConditionsYield
With triethylamine In hydrous methanol
953817-12-4

C12H17NO5

A

108-31-6

maleic anhydride

B

1197-18-8

trans-4-aminomethyl-cyclohexyl-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride In water for 1h; Kinetics;
1129-35-7

4-cyanobenzoic acid methyl ester

1197-18-8

trans-4-aminomethyl-cyclohexyl-carboxylic acid

Conditions
ConditionsYield
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
24424-99-5

di-tert-butyl dicarbonate

1197-18-8

trans-4-aminomethyl-cyclohexyl-carboxylic acid

trans-4-(tert-butoxycarbonylamino-methyl)-cyclohexanecarboxylic acid

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane; sodium hydroxide100%
24424-99-5

di-tert-butyl dicarbonate

1197-18-8

trans-4-aminomethyl-cyclohexyl-carboxylic acid

27687-14-5

trans 4-(tert-butyloxycarbonylamino)methylcyclohexanecarboxylic acid

Conditions
ConditionsYield
With sodium hydrogencarbonate In water at 20℃; for 18h; Industrial scale;97%
With sodium hydrogencarbonate In 1,4-dioxane95%
With sodium hydroxide In water; tert-butyl alcohol for 18h; Ambient temperature;94%
1197-18-8

trans-4-aminomethyl-cyclohexyl-carboxylic acid

501-53-1

benzyl chloroformate

27687-12-3

(1r,4r)-4-({[(benzyloxy)carbonyl]amino}methyl)cyclohexane-1-carboxylic acid

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 2h;97%
With sodium hydroxide
With sodium hydroxide for 1h;
1197-18-8

trans-4-aminomethyl-cyclohexyl-carboxylic acid

2937-50-0

Allyl chloroformate

177583-51-6

trans-4-allyloxycarbonylaminomethylcyclohexanecarboxylic acid

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane97%
64-17-5

ethanol

1197-18-8

trans-4-aminomethyl-cyclohexyl-carboxylic acid

19878-18-3

ethyl trans-4-(aminomethyl)cyclohexanecarboxylate hydrochloride

Conditions
ConditionsYield
With thionyl chloride at 0 - 70℃; for 1.16667h;96%
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Chemistry

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 cm
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

Toxicity Data With Reference

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.

Safety Profile

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.

Specification

 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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