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Basic information

  • Name:
  • 1,2,4-Triazine-3,5-diamine,6-(2,3-dichlorophenyl)-

  • Superlist Name:
  • Lamotrigine
  • CAS No.:
  • 84057-84-1

  • Formula:
  • C9H7Cl2N5
  • Synonyms:
  • 3,5-Diamino-6-(2,3-dichlorophenyl)-1,2,4-triazine;6-(2,3-Dichlorophenyl)-1,2,4-triazine-3,5-diamine;BW 430C;LTG;Lamictal;Lamictal XR;Lamidus;Lamotrigin;
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Consensus Reports

The pharmacokinetics of lamotrigine are quite complicated, with highly varying half-life and blood plasma levels. Lamotrigine has fewer drug interactions than many anticonvulsant drugs, although pharmacokinetic interactions with Sodium valproate in particular is an indication for blood monitoring.

Specification

The IUPAC name of Lamotrigine is 6-(2,3-dichlorophenyl)-1,2,4-triazine-3,5-diamine. With the CAS registry number 84057-84-1, it is also named as 3,5-Diamino-6-(2,3-dichlorophenyl)-1,2,4-triazine; Lamictal. The product's categories are APIs, all inhibitors, inhibitors, intermediates & fine chemicals, pharmaceuticals, glutamate receptor. It is white to cream coloured powder.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -0.19; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.44; (4)ACD/LogD (pH 7.4): -0.19; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 10.63; (8)ACD/KOC (pH 7.4): 18.62; (9)#H bond acceptors: 5; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.706; (13)Molar Refractivity: 63.38 cm3; (14)Molar Volume: 162.8 cm3; (15)Polarizability: 25.12×10-24 cm3; (16)Surface Tension: 79.6 dyne/cm; (17)Enthalpy of Vaporization: 77.23 kJ/mol; (18)Vapour Pressure: 3E-10 mmHg at 25°C; (19)Rotatable Bond Count: 1; (20)Tautomer Count: 9; (21)Exact Mass: 255.007851; (22)MonoIsotopic Mass: 255.007851; (23)Topological Polar Surface Area: 90.7; (24)Heavy Atom Count: 16.

Uses of Lamotrigine: It can be used in many fields. Lamotrigine is an anticonvulsant drug used in the treatment of epilepsy and bipolar disorder. It is also acts as a mood stabilizer. It is most effective in the treatment and prophylaxis of bipolar depression. In addition, its off-label uses include the treatment of peripheral neuropathy, trigeminal neuralgia, migraines, and reducing neuropathic pain. Lamotrigine also has side effects. If the doses over 50 mg qid, people may be headaches, dizziness and insomnia. In very rare cases, Lamotrigine has been known to cause the development of a dangerous rash called Stevens-Johnson syndrome.

When you are using this chemical, please be cautious about it as the following:
It is toxic if swallowed. And it is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure.
1. SMILES: Clc2c(Cl)c(c1nnc(nc1N)N)ccc2;
2. InChI: InChI=1/C9H7Cl2N5/c10-5-3-1-2-4(6(5)11)7-8(12)14-9(13)16-15-7/h1-3H,(H4,12,13,14,16).

The following is the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo oral 19mg/kg (19mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE
Lancet. Vol. 342, Pg. 1552, 1993.
man TDLo oral 45mg/kg/25D-I (45mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" Journal of Clinical Psychiatry. Vol. 59, Pg. 87, 1998.
mouse LD50 oral 245mg/kg (245mg/kg)   Epilepsia Vol. 25, Pg. 655, 1984.
rat LD50 oral 205mg/kg (205mg/kg)   Epilepsia Vol. 25, Pg. 655, 1984.
women TDLo oral 2mg/kg/30H-I (2mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"
Pediatrics. Vol. 98, Pg. 294, 1996.
 

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