Di-n-Amyl phthalate

Names

[ CAS No. ]:
131-18-0

[ Name ]:
Di-n-Amyl phthalate

[Synonym ]:
phthalic acid dipentyl ester
MFCD01861607
1,2-Benzenedicarboxylic acid, dipentyl ester
EINECS 205-017-9
Di-n-pentyl-phthalate
dipentyl benzene-1,2-dicarboxylate
Phthalic acid diamyl ester
Phthalic acid, pentyl 2-pentyl ester
UNII-5DC92K224X
DIAMYLPHTHALATE
Dipentyl phthalate
Phthalic acid di-n-pentyl ester
1,2-Benzenedicarboxylic acid dipentyl ester
di-n-pentyl phthalate
1,2-Benzenedicarboxylic acid, 1,2-dipentyl ester
DiaMyl Phthalate

Biological Activity

[Description]:

Dipentyl phthalate is an endocrine-disrupting phthalate plasticizer. Dipentyl phthalate increases AMPK phosphorylation and decreases AKT1 phosphorylation and SIRT1 levels. Dipentyl phthalate reduces adrenocorticotropic hormone levels. Dipentyl phthalate is a testicular toxicant[1].

[Related Catalog]:

Signaling Pathways >> Epigenetics >> AMPK

Signaling Pathways >> PI3K/Akt/mTOR >> Akt

Signaling Pathways >> PI3K/Akt/mTOR >> AMPK

Research Areas >> Metabolic Disease

[References]

[1]. Haiqiong Chen,et al. Exposure to dipentyl phthalate in utero disrupts the adrenalcortex function of adult male rats by inhibiting SIRT1/PGC-1α and inducing AMPKphosphorylation. Environ Toxicol. 2023 May;38(5):997-1010.

[2]. Bethany R Hannas,et al. Dipentyl phthalate dosing during sexual differentiation disruptsfetal testis function and postnatal development of the male Sprague-Dawley ratwith greater relative potency than other phthalates. Toxicol Sci. 2011Mar;120(1):184-93.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
357.0±10.0 °C at 760 mmHg

[ Melting Point ]:
-55ºC

[ Molecular Formula ]:
C₁₈H₂₆O₄

[ Molecular Weight ]:
306.40

[ Flash Point ]:
188.8±8.5 °C

[ Exact Mass ]:
306.183105

[ PSA ]:
52.60000

[ LogP ]:
5.89

[ Vapour Pressure ]:
0.0±0.8 mmHg at 25°C

[ Index of Refraction ]:
1.496

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: TI1930000

CHEMICAL NAME :: Phthalic acid, dipentyl ester

CAS REGISTRY NUMBER :: 131-18-0

BEILSTEIN REFERENCE NO. :: 1987323

LAST UPDATED :: 199701

DATA ITEMS CITED :: 6

MOLECULAR FORMULA :: C18-H26-O4

MOLECULAR WEIGHT :: 306.44

WISWESSER LINE NOTATION :: 5OVR BVO5

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 6600 mg/kg

SEX/DURATION :: male 3 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - testes, epididymis, sperm duct

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 63,120,1982

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 2206 mg/kg

SEX/DURATION :: male 1 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - other effects on male

REFERENCE :: TOLED5 Toxicology Letters. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1977- Volume(issue)/page/year: 15,265,1983

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 2 gm/kg

SEX/DURATION :: male 1 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - spermatogenesis (incl. genetic material, sperm morphology, motility, and count) Reproductive - Paternal Effects - testes, epididymis, sperm duct Reproductive - Fertility - male fertility index (e.g. # males impregnating females per # males exposed to fertile nonpregnant females)

REFERENCE :: FAATDF Fundamental and Applied Toxicology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1981- Volume(issue)/page/year: 11,528,1988

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 316 gm/kg

SEX/DURATION :: male 15 week(s) pre-mating female 15 week(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - female fertility index (e.g. # females pregnant per # sperm positive females; # females pregnant per # females mated) Reproductive - Fertility - male fertility index (e.g. # males impregnating females per # males exposed to fertile nonpregnant females)

REFERENCE :: FAATDF Fundamental and Applied Toxicology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1981- Volume(issue)/page/year: 12,508,1989 *** REVIEWS *** TOXICOLOGY REVIEW FAATDF Fundamental and Applied Toxicology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1981- Volume(issue)/page/year: 13,747,1989

Safety Information

[ Symbol ]:

GHS08, GHS09

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H360-H400

[ Precautionary Statements ]:
P201-P273-P308 + P313

[ Personal Protective Equipment ]:
Eyeshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
T: Toxic;N: Dangerous for the environment;

[ Risk Phrases ]:
R60

[ Safety Phrases ]:
S45;S53;S61

[ RIDADR ]:
UN 3082 9/PG 3

[ WGK Germany ]:
3

[ RTECS ]:
TI1930000

[ Packaging Group ]:
III

[ HS Code ]:
2917349000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2917349000

[ Summary ]:
2917349000 other esters of orthophthalic acid。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%

Articles

Analysis of phthalates in milk and milk products by liquid chromatography coupled to quadrupole Orbitrap high-resolution mass spectrometry.

J. Chromatogr. A. 1362 , 110-8, (2014)

A new analytical method was developed and validated for simultaneous analysis of 27 phthalates in milk and milk products. Response surface methodology was employed to optimize a quick, easy, cheap, ef...

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Drug-induced liver injury (DILI) is one of the most important reasons for drug development failure at both preapproval and postapproval stages. There has been increased interest in developing predicti...