Fenretinide

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Names

[ CAS No. ]:
65646-68-6

[ Name ]:
Fenretinide

[Synonym ]:
4-Hydroxyphenyl retinamide
Fenretinide
4-HPR
15-[(4-Hydroxyphenyl)amino]retinal
fenretinida
Retinal, 15-[(4-hydroxyphenyl)amino]-
fenretinidum
MFCD00792674

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
597.6±42.0 °C at 760 mmHg

[ Melting Point ]:
162-163°C

[ Molecular Formula ]:
C26H33NO2

[ Molecular Weight ]:
391.546

[ Flash Point ]:
315.2±27.9 °C

[ Exact Mass ]:
391.251129

[ PSA ]:
49.33000

[ LogP ]:
7.41

[ Vapour Pressure ]:
0.0±1.8 mmHg at 25°C

[ Index of Refraction ]:
1.607

[ Storage condition ]:
−20°C

[ Stability ]:
Light Sensitive - Protect from Light Exposure

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
VH6420000
CHEMICAL NAME :
Retinamide, N-(4-hydroxyphenyl)-
CAS REGISTRY NUMBER :
65646-68-6
LAST UPDATED :
199712
DATA ITEMS CITED :
8
MOLECULAR FORMULA :
C26-H33-N-O2
MOLECULAR WEIGHT :
391.60

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
180 mg/kg/18D-I
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - retinal changes (pigmentary depositions, retinitis, other)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
210 mg/kg/2W-I
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - retinal changes (pigmentary depositions, retinitis, other)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
8388 mg/kg/21D-I
TOXIC EFFECTS :
Blood - changes in other cell count (unspecified)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2138 mg/kg/21D-I
TOXIC EFFECTS :
Blood - pigmented or nucleated red blood cells Blood - changes in erythrocyte (RBC) count Blood - changes in leukocyte (WBC) count
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
600 mg/kg
SEX/DURATION :
female 10-11 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
400 mg/kg
SEX/DURATION :
female 11 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - musculoskeletal system

MUTATION DATA

TYPE OF TEST :
Morphological transformation
TEST SYSTEM :
Rodent - mouse Mammary gland
DOSE/DURATION :
10 umol/L
REFERENCE :
NUCADQ Nutrition and Cancer. (Franklin Institute Press, POB 2266, Phildelphia, PA 19103) V.1- 1978- Volume(issue)/page/year: 7,105,1985

Safety Information

[ Symbol ]:

GHS07, GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H302 + H312 + H332-H315-H319-H335-H360

[ Precautionary Statements ]:
P201-P261-P280-P305 + P351 + P338-P308 + P313

[ Personal Protective Equipment ]:
Eyeshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges

[ Hazard Codes ]:
T: Toxic;

[ Risk Phrases ]:
R60;R61;R20/21/22;R36/37/38

[ Safety Phrases ]:
S53-S26-S36/37/39-S45

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
VH6420000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • Retinoic acid
  • 4-Aminophenol
  • Retinoyl chloride

DownStream

  • [4-[[(2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenoyl]amino]phenyl] 2,2-dimethylpropanoate

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Related Compounds

  • Fenretinide-d4
  • 4-Oxo Fenretinide
  • 13-cis-Fenretinide
  • 4'-Hydroxy Fenretinide-d4
  • Fenretinide glucuronide-d4
  • Fenretinide Glucuronide Monosodium Salt
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  • N-[(2H-1,3-benzodioxol-5-yl)methyl]-2-(2-{[2-(4-fluorophenyl)-2-oxoethyl]sulfanyl}-1,3-thiazol-4-yl)acetamide
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