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CAS 18683-91-5 fórmula química, CAS 18683-91-5 MSDS, CAS 18683-91-5 propiedades quimicas

CAS Number 18683-91-5
nombre Ambroxol
fórmula C13H18Br2N2O
estructura
sinónimos 2-Amino-3,5-dibromo-N-(trans-4-hydroxycyclohexyl)benzylamine;
propiedades

CAS Number 18683-91-5 propiedades (MSDS)

Specification

The Ambroxol, with the CAS registry number 18683-91-5 and EINECS registry number 242-500-3, has the IUPAC name of trans-4-(2-Amino-3,5-dibrombenzylamino)-cyclohexanol. It is a kind of crystal, and should be stored at 2-8°C. The molecular formula of this chemical is C13H18Br2N2O.

The physical properties of Ambroxol are as following: (1)ACD/LogP: 4.57; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0; (4)ACD/LogD (pH 7.4): 2; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 4; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 38; (9)#H bond acceptors: 3; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 58.28 Å2; (13)Index of Refraction: 1.654; (14)Molar Refractivity: 81.324 cm3; (15)Molar Volume: 221.855 cm3; (16)Polarizability: 32.239×10-24cm3; (17)Surface Tension: 63.338 dyne/cm; (18)Density: 1.704 g/cm3; (19)Flash Point: 237.23 °C; (20)Enthalpy of Vaporization: 76.999 kJ/mol; (21)Boiling Point: 468.647 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Preparation of Ambroxol: Heat compound (I) and 4-amino cyclohexanol in xylene to give 4 -[(2-amino-benzoyl) amino] cyclohexanol. Reduce it with lithium aluminum hydride, and bromize in the glacial acetic acid, then you can get the product.

Heat compound (I) and 4-amino cyclohexanol in xylene to give 4 -[(2-amino-benzoyl) amino] cyclohexanol. Reduce it with lithium aluminum hydride, and bromize in the glacial acetic acid, then you can get the Ambroxol→Ambroxol

Uses of Ambroxol: It is a secretolytic agent used in the treatment of respiratory diseases associated with viscid or excessive mucus. It is indicated as secretolytic therapy in bronchopulmonary diseases associated with abnormal mucus secretion and impaired mucus transport. It also provides pain relief in acute sore throat. What's more, it is a very potent inhibitor of the neuronal Na+ channels.

You should be cautious while dealing with this chemical. It irritates eyes, respiratory system and skin, and it is also harmful if swallowed. Therefore, you had better take the following instructions: Wear suitable protective clothing, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O[C@H]2CC[C@H](NCc1cc(Br)cc(Br)c1N)CC2
(2)InChI: InChI=1/C13H18Br2N2O/c14-9-5-8(13(16)12(15)6-9)7-17-10-1-3-11(18)4-2-10/h5-6,10-11,17-18H,1-4,7,16H2/t10-,11-
(3)InChIKey: JBDGDEWWOUBZPM-XYPYZODXBS

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 intraperitoneal 280mg/kg (280mg/kg)   Medicamentos de Actualidad. Vol. 15, Pg. 523, 1979.
guinea pig LD50 oral 1180mg/kg (1180mg/kg)   Medicamentos de Actualidad. Vol. 15, Pg. 523, 1979.
mouse LD50 intraperitoneal 268mg/kg (268mg/kg)   Medicamentos de Actualidad. Vol. 15, Pg. 523, 1979.
mouse LD50 intravenous 138mg/kg (138mg/kg)   Medicamentos de Actualidad. Vol. 15, Pg. 523, 1979.
mouse LD50 oral 2720mg/kg (2720mg/kg)   Medicamentos de Actualidad. Vol. 15, Pg. 523, 1979.
rat LD50 intraperitoneal 380mg/kg (380mg/kg)   Medicamentos de Actualidad. Vol. 15, Pg. 523, 1979.
rat LD50 oral 13400mg/kg (13400mg/kg)   Medicamentos de Actualidad. Vol. 15, Pg. 523, 1979.