CAS 41372-08-1|Methyldopa Sesquihydrate

Introduction：Basic information about CAS 41372-08-1|Methyldopa Sesquihydrate, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Methyldopa Sesquihydrate BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
5. Safety Information
6. Articles3
7. Synonyms

Common Name	Methyldopa Sesquihydrate
CAS Number	41372-08-1	Molecular Weight	238.24
Density	1.4±0.1 g/cm3	Boiling Point	441.6±45.0 °C at 760 mmHg
Molecular Formula	C₁₀H₁₃NO_4.3/₂H₂O	Melting Point	>300 °C(lit.)
MSDS	USA	Flash Point	220.9±28.7 °C

Names

Name	L-α-Methyl DOPA Hydrate
Synonym	More Synonyms

Methyldopa Sesquihydrate BiologicalActivity

Description	L-(-)-α-Methyldopa hydrate is an alpha-adrenergic agonist (selective for α2-adrenergic receptors) psychoactive drug used as a sympatholytic or antihypertensive.Target: alpha-adrenergic agonistMethyldopa is an alpha-adrenergic agonist (selective for α2-adrenergic receptors) psychoactive drug used as a sympatholytic or antihypertensive. Its use is now mostly deprecated following the introduction of alternative safer classes of agents. However, it continues to have a role in otherwise difficult to treat hypertension and gestational hypertension (also known as pregnancy-induced hypertension (PIH)).Methyldopa has a dual mechanism of action. It is a competitive inhibitor of the enzyme DOPA decarboxylase, also known as aromatic L-amino acid decarboxylase, which converts L-DOPA into dopamine. Dopamine is a precursor for norepinephrine (noradrenaline) and subsequently epinephrine (adrenaline). This inhibition results in reduced dopaminergic and adrenergic neurotransmission in the peripheral nervous system. This effect may lower blood pressure and cause central nervous system effects such as depression, anxiety, apathy, anhedonia, and parkinsonism. It is converted to α-methylnorepinephrine by dopamine beta-hydroxylase (DBH). α-methylnorepinephrine is an agonist of presynaptic central nervous system α2-adrenergic receptors. Activation of these receptors in the brainstem appears to inhibit sympathetic nervous system output and lower blood pressure. This is also the mechanism of action of clonidine.
Related Catalog	Signaling Pathways >>GPCR/G Protein >>Adrenergic ReceptorResearch Areas >>Cardiovascular Disease
References	[1]. BAILA MR, et al. The use of the combination of L-alpha-methyldopa and dichlorothiazide in the treatment of arterial hypertension. Dia Med. 1962 Dec 6;34:2422-4.

Chemical & Physical Properties

Density	1.4±0.1 g/cm3
Boiling Point	441.6±45.0 °C at 760 mmHg
Melting Point	>300 °C(lit.)
Molecular Formula	C₁₀H₁₃NO_4.3/₂H₂O
Molecular Weight	238.24
Flash Point	220.9±28.7 °C
PSA	113.01000
LogP	0.13
Vapour Pressure	0.0±1.1 mmHg at 25°C
Index of Refraction	1.635
InChIKey	XDJUBZFLFDODNF-PPHPATTJSA-N
SMILES	CC(N)(Cc1ccc(O)c(O)c1)C(=O)O.O
Storage condition	Refrigerator
Stability	Stable, but may be light sensitive. Very hygroscopic. Undergoes catalytic oxygenation in the presence of magnesium, cupric, cobalt, nickel and ferric ions. Store under a dry atmosphere.
Water Solubility	0.1-1 g/100 mL at 23 ºC

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: YP2860000

CHEMICAL NAME :: L-Tyrosine, 3-hydroxy-alpha-methyl-, sesquihydrate

CAS REGISTRY NUMBER :: 41372-08-1

LAST UPDATED :: 199707

DATA ITEMS CITED :: 6

MOLECULAR FORMULA :: C10-H13-N-O4.3/2H2-O

MOLECULAR WEIGHT :: 238.27

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 17500 mg/kg/14D-C

TOXIC EFFECTS :: Related to Chronic Data - death

REFERENCE :: NTPTR* National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No.206- Volume(issue)/page/year: NTP-TR-348,1989

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 68250 mg/kg/13W-C

TOXIC EFFECTS :: Liver - changes in liver weight Kidney, Ureter, Bladder - other changes

REFERENCE :: NTPTR* National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No.206- Volume(issue)/page/year: NTP-TR-348,1989 ** TUMORIGENIC DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 604 gm/kg/2Y-C

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Kidney, Ureter, Bladder - Kidney tumors

REFERENCE :: NTPTR* National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No.206- Volume(issue)/page/year: NTP-TR-348,1989 ** REPRODUCTIVE DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 2980 mg/kg

SEX/DURATION :: male 65 day(s) pre-mating

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

REFERENCE :: NTPTR* National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No.206- Volume(issue)/page/year: NTP-TR-348,1989

Safety Information

Personal Protective Equipment	Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Risk Phrases	R20/21:Harmful by inhalation and in contact with skin . R36/37/38:Irritating to eyes, respiratory system and skin . R42/43:May cause sensitization by inhalation and skin contact . R65:Harmful: May cause lung damage if swallowed.
Safety Phrases	S24/25
RIDADR	NONH for all modes of transport
WGK Germany	3
RTECS	YP2860000

Articles3

Evaluation of an electrochemical biosensor for uric acid measurement in human whole blood samples.

Clin. Chim. Acta 436 , 72-7, (2014)

Uric acid measurement has become increasingly important, and electrochemically modified detection method based portable devices hold a dominant position in the market for point of care and self-monito...

The hypotensive activity and side effects of methyldopa, clonidine, and guanfacine.

Hypertension 6(5 Pt 2) , II28-33, (1984)

Clonidine (Catapres, Catapresan), guanfacine (Estulic), and methyldopa (Aldomet) are the prototypes of centrally acting antihypertensive drugs. Clonidine and guanfacine are lipophilic drugs that readi...

Liquid chromatography-tandem mass spectrometry method for the determination of tranexamic acid in human plasma.

J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 805(2) , 275-80, (2004)

A new method for the determination of tranexamic acid (TA) in human plasma using high performance liquid chromatography with tandem mass spectrometric detection was described. TA and the internal stan...

Synonyms

a-Methyl-L-dopa

α-Methyl-L-dopa

Dopegyt

L-(-)-b-(3,4-Dihydroxyphenyl)-a-methylalanine

L-(-)-α-Methyl-β-(3,4-dihydroxyphenyl)alanine

L-(-)-a-Methyl-b-(3,4-dihydroxyphenyl)alanine

a-Methyl Dopa

L-α-Methyl-DOPA

α-Methyl dopa

EINECS 209-089-2

L-Tyrosine, 3-hydroxy-α-methyl-, hydrate (2:3)

Tyrosine, 3-hydroxy-α-methyl-, hydrate (1:1)

L-(a-Md)

L-α-Methyldopa

α-Methyldopa sesquihydrate

(-)-α-Methyldopa

3-Hydroxy-α-methyl-L-tyrosine

L-Tyrosine, 3-hydroxy-α-methyl-

Dopamet

(−)-3-(3,4-Dihydroxyphenyl)-2-methyl-L-alanine sesquihydrate

3-(3,4-Dihydroxyphenyl)-2-methyl-L-alanine,MK-351,Methyl-L-DOPA

(S)-(-)-a-Methyldopa

a-Methyl-b-(3,4-dihydroxyphenyl)-L-alanine

Bayer 1440L

Methyl dopa

Aldomet

(-)-3-(3,4-Dihydroxyphenyl)-2-Methyl-L-Alanine Sesquihydrate

l-a-Methyldopa

(S)-a-Methyldopa

ALDORIL

Alpha-Methyldopa Sesquihydrate

Alanine, 3- (3,4-dihydroxyphenyl)-2-methyl-, L-

MFCD00149280

Methyldopa

3-Hydroxy-α-methyltyrosine hydrate (1:1)

L-a-Methyl-3,4-dihydroxyphenylalanine

(-)-Methyldopa

Elanpres

L-Methyldopa

L-(-)-α-Methyldopa (hydrate)

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