13-cis-Retinoic acid

  • 13-cis-Vitamin A acid
  • Neovitamin A acid
  • Roaccutane
  • Isotretinoin
  • Accutane
  • AGN 190013
Formula
C20H28O2
Structure
Description
Yellow-orange to orange crystalline powder; orange-brown chunky solid.
Uses
Medication.

Registry Numbers and Inventories.
CAS
4759-48-2
EC (EINECS/ELINCS)
225-296-0
RTECS
VH6440000
RTECS class
Drug; Mutagen; Reproductive Effector; Human Data
Beilstein/Gmelin
1885770
Beilstein Reference
4-09-00-02388
Canada DSL/NDSL
DSL
US TSCA
Listed
Austrailia AICS
Listed
New Zealand
Listed

Properties.
Formula
C20H28O2
Formula mass
300.48
Melting point, °C
175
Boiling point, °C
412
Critical temperature
596
Critical pressure
14.9
Density
1.07 g/cm3
Solubility in water
Insoluble
pKa/pKb
4.79 (pKa)
Partition coefficient, pKow
4.65

Hazards and Protection.
Storage
Store in a tightly closed container. Deep freeze (below -20 C). Store under an inert atmosphere. Store in a cool, dry area away from incompatible substances.
Handling
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Do not get in eyes, on skin, or on clothing. Keep container tightly closed. Do not ingest or inhale. Store protected from light. Handle under an inert atmosphere. Use only in a chemical fume hood.
Protection
Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166. Skin: Wear appropriate protective gloves to prevent skin exposure. Clothing: Wear appropriate protective clothing to prevent skin exposure.
Respirators
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant a respirator's use.
Small spills/leaks
Wash area with soap and water. Clean up spills immediately, using the appropriate protective equipment. Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal. Avoid generating dusty conditions. Provide ventilation.
Stability
Stable at normal temperatures in tightly closed containers under an inert atmosphere. Light sensitive.
Incompatibilities
Strong oxidizing agents.
Decomposition
Carbon monoxide, carbon dioxide, acrid smoke and fumes.

Fire.
Fire fighting
Wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. To extinguish fire use water spray, dry chemical, carbon dioxide, or appropriate foam.
Health
1
 
Flammability
0
 
 
Reactivity
0
 

Health.
Exposure effects
Chronic exposure may cause reproductive disorders and teratogenic effects. Prolonged exposure can cause systemic toxicity characterized by irrita bility, vomiting, loss of appetite, headache, dry skin, dermatitis, de creased immune response, diarrhea, and sweating. Avoid exposure durin g pregnancy, as the substance may cause malformation of the fetus. Ch ronic exposure may cause depression, corneal opacity, photosensitivity , abnormal liver function tests, and skeletal hyperostosis.
   Ingestion
May cause gastrointestinal irritation with nausea, vomiting and diarrhea.
   Inhalation
May cause respiratory tract irritation.
   Skin
May cause skin irritation.
   Eyes
May cause eye irritation.

First aid
 
   Ingestion
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
   Inhalation
Remove from exposure to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
   Skin
Get medical aid. Flush skin with plenty of soap and water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
   Eyes
Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.

Transport.
4. Organic acids