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Orlistat is (S)-2-formylamino-4-methyl-pentanoic acid (S)-1-[[(2S, 3S)-3-hexyl-4-oxo-2-oxetanyl] methyl]-dodecyl ester. Its empirical formula is C29H53NO5, and its molecular weight is 495.7. It is a single diastereomeric molecule that contains four chiral centers, with a negative optical rotation in ethanol at 529 nm. The structure is:
Orlistat is a white to off-white crystalline powder. Orlistat is practically insoluble in water, freely soluble in chloroform, and very soluble in methanol and ethanol. Orlistat has no pK within the physiological pH range.
XENICAL is available for oral administration as a turquoise hard-gelatin capsule. The capsule is imprinted with black. Each capsule contains a pellet formulation consisting of 120 mg of the active ingredient, orlistat, as well as the inactive ingredients microcrystalline cellulose, sodium starch glycolate, sodium lauryl sulfate, povidone, and talc. The capsule shell contains gelatin, titanium dioxide, and FD&C Blue No. 2 with black printing ink containing pharmaceutical grade shellac, propylene glycol, strong ammonium solution, potassium hydroxide and black iron oxide.
What are the possible side effects of orlistat (alli, Xenical)?
Get emergency medical help if you have any of these signs of an allergic reaction: hives; difficulty breathing; swelling of your face, lips, tongue, or throat.
Stop using orlistat and call your doctor at once if you have a serious side effect such as:
- severe pain in your lower back, blood in your urine;
- urinating less than usual or not at all;
- drowsiness, confusion, mood changes, increased thirst;
- swelling, weight gain, feeling short of breath;
- severe pain in your upper stomach spreading to your back, nausea and vomiting, fast heart...
What are the precautions when taking orlistat 120 mg (Xenical)?
Before taking orlistat, tell your doctor or pharmacist if you are allergic to it; or if you have any other allergies. This product may contain inactive ingredients, which can cause allergic reactions or other problems. Talk to your pharmacist for more details.
Before using this medication, tell your doctor or pharmacist your medical history, especially of: a certain digestive problem (chronic malabsorption syndrome), a certain gall bladder problem (cholestasis), underactive thyroid (hypothyroidism), kidney stones/problems (such as calcium oxalate kidney stones, hyperoxaluria), certain eating disorders (anorexia nervosa/bulimia), seizures.
Before having surgery, tell your doctor or dentist about all the products you use (including prescription drugs, nonprescription drugs,...
Last reviewed on RxList: 9/8/2016
This monograph has been modified to include the generic and brand name in many instances.
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