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Basic Information

Molecular Structure:
CAS No.:	1197-18-8
Name:	Tranexamic acid
Article Data:	33
Cas Database

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:	Xi
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

Conditions	Yield
aluminum nickel In methanol; water; acetone	92%

: 51782-10-6
methyl 4-(acetamidomethyl)cyclohexane-1-carboxylate

: 1197-18-8
trans-4-aminomethyl-cyclohexyl-carboxylic acid

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

: 24424-99-5
di-tert-butyl dicarbonate

: 1197-18-8
trans-4-aminomethyl-cyclohexyl-carboxylic acid

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

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; sodium hydroxide	100%

: 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

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%

: 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

Conditions	Yield
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

Conditions	Yield
With sodium hydroxide In 1,4-dioxane	97%

: 64-17-5
ethanol

: 1197-18-8
trans-4-aminomethyl-cyclohexyl-carboxylic acid

: 19878-18-3
ethyl trans-4-(aminomethyl)cyclohexanecarboxylate hydrochloride

Conditions

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

Downstream Products

619-82-9

Total:270 Page 1 of 8 1 2 3 4 5 6 …8 Next>>

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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 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

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 NO_x. 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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