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MedKoo Cat#: 540294 | Name: Methyldopa Sesquihydrate
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Methyldopa Sesquihydrate is a DOPA decarboxylase inhibitor and indirect α2-adrenergic receptor agonist used to treat hypertension. It inhibits the sympathetic nervous system, decreases production of dopamine, norepinephrine, and epinephrine, and exhibits NO-dependent sedative activity.

Chemical Structure

Methyldopa Sesquihydrate
Methyldopa Sesquihydrate
CAS#41372-08-1(Sesquihydrate)

Theoretical Analysis

MedKoo Cat#: 540294

Name: Methyldopa Sesquihydrate

CAS#: 41372-08-1(Sesquihydrate)

Chemical Formula: C20H32N2O11

Exact Mass: 0.0000

Molecular Weight: 238.24

Elemental Analysis: C, 50.42; H, 6.77; N, 5.88; O, 36.94

Price and Availability

Size Price Availability Quantity
5g USD 250.00 2 weeks
25g USD 450.00 2 weeks
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Related CAS #
41372-08-1(Sesquihydrate) 555-30-6
Synonym
Aldomet; Hyperpax; Methyldopa; Methyldopa Sesquihydrate; MK-351; MK351; MK 351
IUPAC/Chemical Name
(S)-2-amino-3-(3,4-dihydroxyphenyl)-2-methylpropanoic acid sesquihydrate
InChi Key
YKFCISHFRZHKHY-NGQGLHOPSA-N
InChi Code
InChI=1S/2C10H13NO4.3H2O/c2*1-10(11,9(14)15)5-6-2-3-7(12)8(13)4-6;;;/h2*2-4,12-13H,5,11H2,1H3,(H,14,15);3*1H2/t2*10-;;;/m00.../s1
SMILES Code
N[C@@](Cc1cc(O)c(O)cc1)(C(O)=O)C.N[C@@](Cc1cc(c(O)cc1)O)(C(O)=O)C.O.O.O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Methyldopa hydrate (L-(-)-α-Methyldopa hydrate), a potent antihyoertensive agent, is an alpha-adrenergic agonist (selective for α2-adrenergic receptors).
In vitro activity:
After endothelial cellular networks appeared, trophoblast derived HTR-8/SVneo cells were co-cultured in the presence of clinically relevant doses of methyldopa, labetalol, hydralazine or clonidine for 24 hours. Methyldopa, labetalol, hydralazine and clonidine reversed the inhibitory effect of TNF-α on eNOS mRNA expression. Reference: Clin Exp Pharmacol Physiol. 2017 Mar;44(3):421-427. https://pubmed.ncbi.nlm.nih.gov/27998008/
In vivo activity:
Blood pressure (BP), hypothalamic tissue concentrations and the in vivo overflow of endogenous and alpha-methylated catecholamines were measured in urethane anaesthetised rats after alpha-methylDOPA (mDOPA) administration (200 mg/kg i.p.). Four hours after mDOPA, BP fell to its lowest value, 60% of control, and slowly returned towards control levels by 24 h. Reference: Eur J Pharmacol. 1989 May 30;164(3):531-8. https://pubmed.ncbi.nlm.nih.gov/2767124/
Solvent mg/mL mM comments
Solubility
DMSO 35.5 149.01
Water 1.0 4.20
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 238.24 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Xu B, Bobek G, Makris A, Hennessy A. Antihypertensive methyldopa, labetalol, hydralazine, and clonidine reversed tumour necrosis factor-α inhibited endothelial nitric oxide synthase expression in endothelial-trophoblast cellular networks. Clin Exp Pharmacol Physiol. 2017 Mar;44(3):421-427. doi: 10.1111/1440-1681.12712. PMID: 27998008. 2. Kirtland HH 3rd, Mohler DN, Horwitz DA. Methyldopa inhibition of suppressor-lymphocyte function: a proposed cause of autoimmune hemolytic anemia. N Engl J Med. 1980 Apr 10;302(15):825-32. doi: 10.1056/NEJM198004103021502. PMID: 6244489. 3. Kapoor V, Chalmers J. Correlation between fall in blood pressure and in vivo amine release after alpha-methylDOPA. Eur J Pharmacol. 1989 May 30;164(3):531-8. doi: 10.1016/0014-2999(89)90261-6. PMID: 2767124. 4. Fox GR, Virgo BB. The effects of phenobarbital, atropine, L-alpha-methyldopa, and DL-propranolol on dieldrin-induced hyperglycemia in the adult rat. Toxicol Appl Pharmacol. 1985 May;78(3):342-50. doi: 10.1016/0041-008x(85)90239-x. PMID: 4049384.
In vitro protocol:
1. Xu B, Bobek G, Makris A, Hennessy A. Antihypertensive methyldopa, labetalol, hydralazine, and clonidine reversed tumour necrosis factor-α inhibited endothelial nitric oxide synthase expression in endothelial-trophoblast cellular networks. Clin Exp Pharmacol Physiol. 2017 Mar;44(3):421-427. doi: 10.1111/1440-1681.12712. PMID: 27998008. 2. Kirtland HH 3rd, Mohler DN, Horwitz DA. Methyldopa inhibition of suppressor-lymphocyte function: a proposed cause of autoimmune hemolytic anemia. N Engl J Med. 1980 Apr 10;302(15):825-32. doi: 10.1056/NEJM198004103021502. PMID: 6244489.
In vivo protocol:
1. Kapoor V, Chalmers J. Correlation between fall in blood pressure and in vivo amine release after alpha-methylDOPA. Eur J Pharmacol. 1989 May 30;164(3):531-8. doi: 10.1016/0014-2999(89)90261-6. PMID: 2767124. 2. Fox GR, Virgo BB. The effects of phenobarbital, atropine, L-alpha-methyldopa, and DL-propranolol on dieldrin-induced hyperglycemia in the adult rat. Toxicol Appl Pharmacol. 1985 May;78(3):342-50. doi: 10.1016/0041-008x(85)90239-x. PMID: 4049384.
1: Dunnick JK, Elwell MR. Toxicity studies of amphetamine sulfate, ampicillin trihydrate, codeine, 8-methoxypsoralen, alpha-methyldopa, penicillin VK and propantheline bromide in rats and mice. Toxicology. 1989 Jun 1;56(2):123-36. PubMed PMID: 2499954. 2: National Toxicology Program . NTP Toxicology and Carcinogenesis Studies of alpha-Methyldopa Sesquihydrate (CAS No. 41372-08-1) in F344/N Rats and B6C3F1 Mice (Feed Studies). Natl Toxicol Program Tech Rep Ser. 1989 Mar;348:1-184. PubMed PMID: 12704436. 3: Funk F, Canclini C, Geisser P. Interactions between iron(III)-hydroxide polymaltose complex and commonly used medications / laboratory studies in rats. Arzneimittelforschung. 2007;57(6A):370-5. PubMed PMID: 17691586. 4: Burckhardt-Herold S, Klotz J, Funk F, Büchi R, Petrig-Schaffland J, Geisser P. Interactions between iron(III)-hydroxide polymaltose complex and commonly used drugs / simulations and in vitro studies. Arzneimittelforschung. 2007;57(6A):360-9. PubMed PMID: 17691585.

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